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JEE (MAIN+ADVANCED) PRACTICAL ORGANIC CHEMISTRY

T:BC 201901 JEE 19-2002 CHEM · PRACTICAL ORGANIC CHEMISTRY BANSAL CLASSES Private Ltd. ‘Bansal Tower’, A-10, Road No.-1, I.P.I.A., Kota-05 Page # 4 DIFFERENTIAL EXTRACTION When

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Page 1: T:BC 201901 JEE 19-2002 CHEM · PRACTICAL ORGANIC CHEMISTRY BANSAL CLASSES Private Ltd. ‘Bansal Tower’, A-10, Road No.-1, I.P.I.A., Kota-05 Page # 4 DIFFERENTIAL EXTRACTION When

JEE (MAIN+ADVANCED)

PRACTICAL ORGANIC CHEMISTRY

Page 2: T:BC 201901 JEE 19-2002 CHEM · PRACTICAL ORGANIC CHEMISTRY BANSAL CLASSES Private Ltd. ‘Bansal Tower’, A-10, Road No.-1, I.P.I.A., Kota-05 Page # 4 DIFFERENTIAL EXTRACTION When
Page 3: T:BC 201901 JEE 19-2002 CHEM · PRACTICAL ORGANIC CHEMISTRY BANSAL CLASSES Private Ltd. ‘Bansal Tower’, A-10, Road No.-1, I.P.I.A., Kota-05 Page # 4 DIFFERENTIAL EXTRACTION When

S.No Pages

1. Practical Organic Chemistry 01 – 16

2. Exercise-1 (Subjective Questions) 17

3. Exercise-2 (Objective Questions) 18 – 22

4. Exercise-3 (Section-A) 23

5. Exercise-3 (Section-B) 23

6. Exercise-4 24 – 25

7. Answer Key 26

CONTENT

Page 4: T:BC 201901 JEE 19-2002 CHEM · PRACTICAL ORGANIC CHEMISTRY BANSAL CLASSES Private Ltd. ‘Bansal Tower’, A-10, Road No.-1, I.P.I.A., Kota-05 Page # 4 DIFFERENTIAL EXTRACTION When

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PRACTICAL ORGANIC CHEMISTRY

(A) PURIFICATION OF ORGANIC COMPOUNDS

The common technique used for purification are as follows :

(i)Sublimation (ii)Crystallisation

(iii)Distillation (iv) Differential extraction and

(v) Chromatography

Crystallisation

This method is based on the differences in the solubilityof the organic compound and its impurities in a

solvent.

(a) Preparation of the solution : Organic substance is powdered and is dissolved in a suitable solvent by

heating. The amount of solvent should be just sufficient to dissolve the whole of the solid on heating.

(b) Filtration of the solution. The hot saturated solution is filtered preferably through a fluted filter paper

placed in a glass funnel. The use of the fluted filter paper makes the filtration rapid. The jacketer of the

hot water funnel is heated from outside and this keeps the solution hot in the glass funnel. This will

prevent the formation of crystals during filtration.

(c) Crystallisation.Thehot filtration isallowed tocool slowlyandundisturbedinabeakeror inacrystallising

dish.After some time the crystals of the pure compound are formed.

(d) Separation of the crystals. The crystals formed are separated from the mother liquor byfiltration. The

filtration is normallydone byuse ofBuckner funnel and a suction pump. This enables the filtration under

reduced pressure and is therefore, quite fast.

(e) Drying of crystals. The crystals are dried by pressing between the folds of filter paper and then placed

in a steam of air oven for some time. The crystals are finallydried over sulphuric acid or calcium chloride

in a desiccator.

Sublimation

Certain organic solids directly change from solid to vapour state on heating. This process is called

sublimation. The vapours on cooling change back to the solid form

Solid Vapours

Heat

Cool

The sublimation process is used for the separation of those solids which sublime on heating from non-

volatile solids. The process is generallyused for the purification of camphor, naphthalene, anthracene,

benzoic acid, etc. containing non-volatile impurities.

Page 5: T:BC 201901 JEE 19-2002 CHEM · PRACTICAL ORGANIC CHEMISTRY BANSAL CLASSES Private Ltd. ‘Bansal Tower’, A-10, Road No.-1, I.P.I.A., Kota-05 Page # 4 DIFFERENTIAL EXTRACTION When

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Distillation

This method is used for the purification of liquids which boil without decomposition and contain non-

volatile impurities.Thesimple distillation involves its boilingpoint so that it is converted intovapours.On

cooling the vapours, pure liquid is obtained.

Fractional Distillation : This process is used to separate a mixture of two or more miscible liquids

which have boiling points close to each other. The fractionating column is a long tube provided with

obstructions to thepassage of the vapours moving upwards and liquid movingdownwards. This method

may be used to separate a mixture of acetone (b.p. 330K) and methyl alcohol (b.p. 338. K).

Page 6: T:BC 201901 JEE 19-2002 CHEM · PRACTICAL ORGANIC CHEMISTRY BANSAL CLASSES Private Ltd. ‘Bansal Tower’, A-10, Road No.-1, I.P.I.A., Kota-05 Page # 4 DIFFERENTIAL EXTRACTION When

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Distillation under Reduced pressure (Vaccum Distillation) : Certain liquids have a tendency to

decompose at a temperature below their boiling points. Such liquids cannot be purified by ordinary

distillation. Therefore vacuum distillation is used for liquids which decompose at a temperature below

their normalboilingpoints.

Ex. glycerol boils with decomposition at 563K.

Steam distillation : The process of steam distillation is used for the separation and purification of liquid

which is appreciablyvolatile in steam, from non-volatile components of a mixture. Thus, the process of

steam distillations is used to purifythe substances which

(i) are volatile in steam but are not miscible with water

(ii) possess sufficientlyhigh vapour pressure at the boiling point temperature of water (100ºC)

(iii) containnon-volatile impurities.

Page 7: T:BC 201901 JEE 19-2002 CHEM · PRACTICAL ORGANIC CHEMISTRY BANSAL CLASSES Private Ltd. ‘Bansal Tower’, A-10, Road No.-1, I.P.I.A., Kota-05 Page # 4 DIFFERENTIAL EXTRACTION When

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DIFFERENTIAL EXTRACTION

When an organic compound is present in an aqueous medium, it is separated by shaking it with an

organic solvent in which it is more soluble than in water. The organic solvent and the aqueous solution

should be immiscible with each other so that they form two distinct layers which can be separated by

separatory funnel. The organic solvent is later removed bydistillation or byevaporation to get back the

compound.

CHROMATOGRAPHY

This method is based on the differences in the rates at which the components of a mixture are adsorbed

on a suitable adsorbent. In this method two mutually immiscible phases are brought into contact with

each other wherein one phase is stationary (fixed phase) while the other is mobile (moving phase). The

stationaryphase can be either solid or tightlybound liquid on a solid support while mobile phase can be

either liquid or a gas. Different types of chromatographic techniques commonlyused are as follows :

(1)Whenstationaryphase is solid thechromatographyisknownasadsorptionchromatography.Adsorption

chromatography is further classified into following categories. This classification on the nature of the

mobile phase.

Gas

Gas-Solid Chromatography(GSC)

Liquid

Liquid-Solid Chromatography(LSC)

Adsorption columnChromatography

(ACC)

Thin-layerChromatography

(ACC)

Mobile Phase

(2)When stationaryphase is liquid the chromatographyis known as partition chromatography. Partition

chromatography is further classified in different categories. This classification depends on the nature of

the mobile phase.

Page 8: T:BC 201901 JEE 19-2002 CHEM · PRACTICAL ORGANIC CHEMISTRY BANSAL CLASSES Private Ltd. ‘Bansal Tower’, A-10, Road No.-1, I.P.I.A., Kota-05 Page # 4 DIFFERENTIAL EXTRACTION When

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Gas

Gas-Liquid Chromatography(GLC)

Liquid

Liquid- Chromatography(LLC)

Liquid

Partition(TLC)

Reverse Phase PartitionChromatography

(RPPC)

Mobile Phase

Partition ColumnChromatography

(PCC)

PaperChromatography

(PC)

Types of chromatography :

Based on the principle involved chromatography is classified into different categories.Two of these

are.

(a) Adsorption chromatography, and (b) Partition chromatography

(a) Adsorption chromatography :

Adsorption chromatographyis based on the fact that different compounds are adsorbed on an adsorbent

to different degrees. When a mobile phase is allowed to move over a stationaryphase (adsorbent), the

components of the mixture move byvarying distances over the stationaryphase. Following are two main

types of chromatographic techniques based on the principle of differential adsorption.

(i) Column chromatography, and

(ii) Thin layer chromatography.

(i) Column chromatography:

Solvent

Column chromatography. Different stages ofseparation of components of a mixture

ab+c

Glass wool

Adsorbent(stationary phase)

abc

Column chromatographyinvolves separation of a mixture over a column of adsorbent (stationaryphase)

packed in a glass tube. The column is fitted with a stopcock at its lower end. The mixture adsorbed on

adsorbent is placed on the top of the adsorbent column packed in a glass tube.An appropriate eluant

which is a liquid or a mixture of liquids is allowed to flow down the column slowly. Dependingupon the

degree to which thecompounds areadsorbed,complete separation takesplace.Themost readilyadsorbed

substances are retained near the top and others come down to various distances in the column

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(ii) Thin layer chromatography :

Thin layer chromatographychromatogram being developed

base line

jar

adsorbent coatedon glass plate

sample dot

solvent

solventfront

spot

y

base linex

Developed chromatogram

Thin layer chromatography (TLC) is another type of adsorption chromatography, which involves

separation of substances of a mixture over a thin layer of an adsorbent coated on glass plate.

(b) Partition Chromatography :

base line

card board

chromatographypaper

jarspot

solvent

card board

chromatographypaper

jarspot

solvent

base line

Paper chromatography chromatographypaper in two different shapes

Partitionchromatographyisbasedoncontinuousdifferentialpartitioningofcomponentsofmixturebetween

stationary and mobile phases. Paper chromatography is a type of partition chromatography. In paper

chromatography, a special quality paper known as chromatography paper is used. Chromatography

paper contains water trapped in it, which acts as the stationary phase.

QUANTITATIVE ANALYSIS OF ORGANIC COMPOUNDS

Estimation of Carbon and Hydrogen :

Principle.Aknown weight of the given dryorganic compound is heated stronglywith drycupric oxide

in an atmosphere of air or oxygen free from CO2. The carbon and hydrogen of the organic compound

are oxidised to CO2 and water vapour as :

C + 2CuO ––––– CO2 + 2Cu

(from compound)

2H + CuO ––––– H2O + Cu

(from compound)

Page 10: T:BC 201901 JEE 19-2002 CHEM · PRACTICAL ORGANIC CHEMISTRY BANSAL CLASSES Private Ltd. ‘Bansal Tower’, A-10, Road No.-1, I.P.I.A., Kota-05 Page # 4 DIFFERENTIAL EXTRACTION When

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Procedure :

Let the mass of organic compound taken = m g

Mass of water formed = m1 g

(increase in CaCl2 U-tube)

Mass of carbon dioxide formed = m2 g

increase in potash tubes)

(a) Percentage of Carbon

We know that 1 mole of carbondioxide (44 g) contains 1 gram atom of carbon (12g).

CO2C

44 g of CO2 contain C = 12g

m2 g of CO2 contains C =12

44× m2 g

Hence Percentage of carbon = m44

12m2

× 100

(b) Percentage of Hydrogen

We know that one mole of water (18g) contains 2 gram atom of hydrogen (2g)

H2O=2H

18g of H2O contain H = 2g

m1 g of H2O contains H =2

18× m1 g

Percentage of hydrogen = m18

2m1

× 100

Percentage of C =12

44×

Mass of CO formed

Mass of compound taken2

x 100

Percentage of H =2

18×

Mass of H Oformed

Mass of compound taken2

x 100

Estimation of Nitrogen :

There are two methods for the estimation of nitrogen

(i) Duma’s method (ii) Kjeldahl’s method

Duma’s method :

Principle of the method. Aknown mass of an organic compound is heated with dry cupric oxide in anatmosphere of carbon dioxide. The carbon and hydrogen are oxidised to carbon dioxide and waterrespectively while nitrogen is set free. If any oxide of nitrogen is produced during this process, it isreduced to nitrogen by passing over a heated copper gauze. The gaseous mixture is collected over anaqueous solution of KOH when all the gases except nitrogen are absorbed. The volume of nitrogenproduced is measured at room temperature and atmospheric pressure. From the volume of N2 produced,percentage of nitrogen in the sample can be calculated.

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C + 2CuO CO2 + 2Cu

2H + CuO H2O + Cu

2N + CuON2 + oxides of nitrogen

Oxides of nitrogen + CuCuO + N2

Let the mass of organic compound = wg

The volume of nitrogen collected = Vcm3

Atmospheric pressure (from barometer) = P mm of Hg

Room temperature = t0C

Aqueous tension at t0C = a mm of Hg

Pressure of dry nitrogen = (P – a) mm of Hg

Let us first convert the volume of nitrogen to volume at S.T.P.

Experimental conditions S.T.P. conditions

P1=(P–a) mm Hg P2=760mm

T1 = (273 + t)K T2 = 273

V1 = V cm3 V2 = ?

Applyinggas equation1

11

T

VP=

P V

T2 2

2

V2 =P V T

P T1 1 2

2 1=

( )

( )

P a xV x

t

273

760 273= x cm3 (say)

Now 22400 cm3 of N2 at S.T.P. weight = 28 g

x cm3 of N2 at S.T.P. will weigh =28

22400×xg

Percentage of nitrogen =Massof nitrogen

Mass of organic compoundx 100

=28 100

22400

x x

x w

Kjeldahl’s method : This method cannot be used for

(i) Organic compounds containing nitrogen in the ring such as pyridine, quinoline, etc.

(ii) Organic compounds containing nitrogen (-NO2) and diazo (-N = N-) groups.

Principle : Aknown weight of the organic compound is heated with conc. H2SO4 so that nitrogen isquantitatively converted into ammonium sulphate. The solution is then heated with excess of sodiumhydroxide. The ammonia gas evolved is passed into a known but excess volume of standard acid (HClor H2SO4). The acid left unused is estimated by titrating the solution with standard alkali. From theamount of acid left unused the amount of acid used for neutralisation of ammonia can be calculated.From this percentage of nitrogen can be calculated.

Page 12: T:BC 201901 JEE 19-2002 CHEM · PRACTICAL ORGANIC CHEMISTRY BANSAL CLASSES Private Ltd. ‘Bansal Tower’, A-10, Road No.-1, I.P.I.A., Kota-05 Page # 4 DIFFERENTIAL EXTRACTION When

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C, H, S Conc H SO. 2 4 CO2 + H2O + SO2(from organic compound)

N Conc H SO. 2 4 (NH4)2SO4(from organic ammonium

compound) sulphate

(NH4)2SO4 + 2NaOH Heat

Na2SO4 + 2NH3 + 2H2O

2NH3 + H2SO4 (NH4)2SO4

NH3 + HCl NH4Cl

Calculations

Let the mass of organic compound = w g

Volume of standard acid taken = V cm3

Normality of acid = N1Let vol. of standard alkali used for neutralisation of unused acid = V2 cm3

Normality of standard alkali = N2

{N V

alkali

1 1 =N V

acid

2 2123

Let this volume of v cm3

Vol. of acid used for neutralisation of ammonia

= (V – v) cm3 of N1 normality

Ammonia liberated = (V – v) cm3 of N1 solution

Now, 1000 cm3 of 1N NH3 solution contains nitrogen = 14 g

(V – v) cm3 of N1 NH3 solution contains nitrogen =14

10001( )V v x N

g

Percentage of nitrogen =Massof nitrogen

Mass of organic compoundx 100 =

1000

Nxv)(V14 1×

100

w

=1 4 1. ( )V v x N

w

Estimation of Halogens :

Carius method :

Principle : Aknown mass of the organic substance is heated with fuming HNO3 in a Carius tube. Thesilver halide so obtained is separated, washed, dried and weighed. From the weight of silver halideformed, the percentage of halogen can be calculated.

X + AgNO3 AgX

Halogen

Carbon, hydrogen or sulphur present in the compound will be oxidised to CO2, H2O and H2SO4respectively.

C + 2O HNO3 CO2

2H + O HNO3 H2O

S + H2O + 3O HNO3 H2SO4

Page 13: T:BC 201901 JEE 19-2002 CHEM · PRACTICAL ORGANIC CHEMISTRY BANSAL CLASSES Private Ltd. ‘Bansal Tower’, A-10, Road No.-1, I.P.I.A., Kota-05 Page # 4 DIFFERENTIAL EXTRACTION When

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Calculations :

Let the mass of organic compound be w g

Mass of silver halide formed = a g

Now, AgX = X

108 + X parts by weight of silver halide contains X parts by weight of halogen (X is its atomic mass)

(108 + X) g of silver halide give halogen = X

a g of silver halide will give halogen =X

X( )108 × a g

Percentage of halogen =Mass of ha en

Mass of organic compound

logx 100 =

X x a

X( )108 x

100

w

Here X is the atomic mass of halogen, e.g.

Cl = 35.5 , Br = 80 (79.9 exact),

I = 127 (126.9 exact)

Percentage of halogen =substanceorganicofMasshalogen)ofmassAt.(108

halidesilverofMasshalogenofmassAtomic

× 100

Estimation of Sulphur

Sulphur is estimated byCarius method.

Principle : Aknown mass of the organic compound is heated with fuming HNO3 in a sealed tube whensulphur is quantitatively converted into sulphuric acid. It is then precipitated with barium chloride asbarium sulphate. The precipitate is filtered, washed, dried and weighed. From the weight of BaSO4formed, the percentage of sulphur can be calculated. The main reactions are :

S + H2O + 3O HNO3 H2SO4

H2SO4 + BaCl2 BaSO4ppt.

Calculations :Let the mass of organic compound = w gMass of BaSO4 formed = agBaSO4S137 + 32 + 64 = 32

= 233233 g of BaSO4 contain sulphur = 32 g

a g of BaSO4 will contain sulphur =32

233

x ag

Percentage of sulphur =compoundorganicofMass

sulphurofMass× 100 =

32

233

100

w

Page 14: T:BC 201901 JEE 19-2002 CHEM · PRACTICAL ORGANIC CHEMISTRY BANSAL CLASSES Private Ltd. ‘Bansal Tower’, A-10, Road No.-1, I.P.I.A., Kota-05 Page # 4 DIFFERENTIAL EXTRACTION When

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(B)Elementa

lAnalysis

Lass

aigne

meth

od

(Dete

ction

of

elements

)

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

–––

Ele

men

tS

od

ium

Ext

ract

(S.E

.)C

on

firm

edT

est

Rea

ctio

n

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

–––

Nit

roge

nN

a+

C+

NN

aCN

(S.E

.)S

.E.+

FeS

O4

+N

aOH

,bo

ilan

dco

ol,

FeS

O4

+2

NaO

H

Fe(

OH

) 2+

Na 2

SO

4

(It

iste

sted

ascy

anid

e+

FeC

l 3+

con

c.H

Cl

blu

eo

rgr

een

Fe(

OH

) 2+

6N

aCN

Na 4

[Fe(

CN

) 6]

+2

NaO

H

inN

itro

gen

com

pou

nd)

colo

urN

a 4[F

e(C

N) 6

]+

FeC

l 3F

e 4[F

e(C

N) 6

] 3+

3N

aCl

Pru

ssia

nb

lue

Sul

phur

2N

a+

SN

a 2S

(S.E

.)(i

)S

.E.+

So

diu

mn

itro

pru

ssid

e(A

)(i

)N

a 2S

+N

a 2[F

e(C

N) 5

NO

]

Na 4

[Fe(

CN

) 5N

OS

]

Ad

eep

viol

etco

lou

r.(A

)de

epvi

olet

(ii)

S.E

.+C

H3C

OO

H+

(CH

3CO

OH

) 2Pb

(ii)

Na 2

S+

(CH

3C

OO

) 2P

bP

bS+

2C

H3C

OO

Na

Ab

lack

pp

t.b

lack

pp

t.S

.E.

+H

NO

3+

AgN

O3

Nit

roge

nN

a+

C+

N+

SN

aCN

SA

sin

test

for

nit

roge

n;

inst

ead

of

NaC

NS

+F

eCl 3

[Fe(

CN

S)]

Cl 2

+N

aCl

and

(S.E

.)gr

een

or

blu

eco

lou

r,b

loo

dre

dbl

ood

red

colo

urS

ulph

ur(c

ompo

und

wil

lnot

show

colo

rati

on

con

firm

sp

rese

nce

of

toge

ther

indi

visu

alL

assa

igne

test

inth

isca

se)

Nan

dS

bo

th

––––

––––

––––

––––

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––––

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––––

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––––

––––

––––

––––

–––

Page 15: T:BC 201901 JEE 19-2002 CHEM · PRACTICAL ORGANIC CHEMISTRY BANSAL CLASSES Private Ltd. ‘Bansal Tower’, A-10, Road No.-1, I.P.I.A., Kota-05 Page # 4 DIFFERENTIAL EXTRACTION When

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Ch

lori

ne

:––

––––

––––

––––

––––

––––

––––

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Exp

erim

ent

Ob

serv

atio

ns

––––

––––

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––––

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––––

––

1.

Na

+C

lN

aCl

So

diu

mex

trac

tw

ith

con

c.H

2S

O4

give

sN

aCl

+H

2S

O4

HC

l+

NaH

SO

4

(S.E

.)p

un

gen

tsm

elli

ng

gas.

Wh

ich

give

sd

ense

HC

l+

NH

3

NH

4C

l(w

hit

efu

me)

wh

ite

fum

ew

ith

NH

3

2.S

ilve

rnitr

ate

test

Aci

dify

apo

rtio

nof

aque

ous

solu

tion

NaC

l+

AgN

O3

AgC

l+

NaN

O3

(ors

odiu

mca

rbon

ate

extr

act)

wit

hdi

l.W

hite

ppt

HN

O3.

Boi

lfor

som

eti

me,

cool

and

AgC

l+2

NH

4O

H

[Ag(

NH

3) 2

]C

l+2H

2O

add

AgN

O3

solu

tion

.S

olub

leco

mpl

exA

whi

tepp

t.is

form

edw

hich

isso

lubl

ein

amm

onia

hydr

oxid

e.

3.M

anga

nese

diox

ide

test

Hea

tapi

nch

ofth

eS

.E.w

ith

asm

all

2NaC

l+

Mn

O2

+3H

2S

O4

quan

tity

ofM

nO2

and

conc

.H2S

O4.

2N

aHS

O4

+M

nSO

4+

2H2O

+C

l 2

Evo

lutio

nof

gree

nish

yell

owga

sha

ving

aY

ello

wgr

een

pung

enti

rrita

ting

smel

l.It

turn

sm

oist

star

ch-i

odid

epa

perb

lue.

4.C

hrom

ylch

lori

dete

stM

ixa

smal

lqua

ntit

yof

the

S.E

.wit

ha

4NaC

l+

K2C

r 2O

7+

3H2S

O4

2Na 2

SO

4+

K2S

O4

smal

lam

ount

ofpo

wde

red

pota

ssiu

m+

2CrO

2C

l 2+

3H2O

dich

rom

ate.

Tak

eth

em

ixtu

rein

ate

stC

hrom

ylch

lori

detu

bean

dad

dco

nc.H

2S

O4.

Hea

tthe

tube

and

pass

the

red

vapo

urs

CrO

2C

l 2+

4NaO

H

Na 2

CrO

4+

2H2O

+2N

aCl

evol

ved

into

the

gas

dete

ctor

cont

aini

ngS

od.c

hrom

ate

NaO

Hso

luti

on.T

oth

eye

llow

solu

tion

Na 2

CrO

4+

(CH

3C

OO

) 2P

bP

bCrO

4

+2C

H3C

OO

Na

thus

obta

ined

,add

dil.

CH

3C

OO

Han

dL

ead

chro

mat

ele

adac

etat

eso

luti

on.A

yell

owpp

t.is

form

ed.

(Yel

low

ppt.)

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

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Bro

min

e

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

–E

xper

imen

tO

bse

rvat

ion

s––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––

1.

Na

+B

rN

aBr

So

diu

mex

trac

tw

ith

con

c.H

2S

O4

give

sN

aBr

+M

nO2+

3H2S

O4

2NaH

SO

4+

MnS

O4

+2H

2O

+B

r 2

(S.E

.)R

edB

row

nfu

mes

wh

ich

inte

nsi

fyo

nR

edB

row

nad

diti

onof

Mn

O2

2.S

ilve

rnitr

ate

test

Aci

dify

apo

rtio

nof

aque

ous

solu

tion

(or

sodi

umca

rbon

ate

extr

act)

wit

hdi

l.H

NO

3.B

oil,

cool

and

add

AgN

O3

solu

tion

.A

ligh

tyel

low

ppt.

isob

tain

edw

hich

isK

Br

+A

gNO

4

KN

O3

+A

gBr

part

iall

yso

lubl

ein

NH

4OH

.(P

ale

yell

owpp

t.)

Pal

eye

llow

ppt.

ofsi

lver

brom

ide

are

spar

ingl

yso

lubl

ein

amm

oniu

mhy

drox

ide.

3.C

hlor

ine

wat

erte

stA

cidi

fya

port

ion

ofaq

ueou

sso

luti

on(o

r2K

Br

+C

l 2

2K

Cl

+B

r 2so

dium

carb

onat

eex

trac

t)w

ith

dil.

HC

lB

rom

ine

bein

gso

lubl

ein

CC

l 4im

part

san

and

add

1-2

mlo

fcar

bon

disu

lphi

dean

dor

ange

colo

urto

the

CC

l 4la

yer.

then

chlo

rine

wat

er.S

hake

vigo

rous

lyan

dal

low

tost

and

byth

isca

rbon

disu

lphi

dela

yera

cqui

res

oran

geco

lour

atio

n.––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

–––

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Iod

ine

:––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––E

xper

imen

tO

bse

rvat

ion

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

–––

1.N

a+

IN

aIS

odiu

mex

trac

trea

ctw

ith

conc

.H2S

O4

2NaI

+M

nO2+

3H2S

O4

2NaH

SO

4+

MnS

O4

+2H

2O

+I 2

togi

vevi

olet

fum

es.w

hich

inte

nsif

yV

iole

ton

addi

tion

ofM

nO2

2.S

ilve

rnitr

ate

test

Aci

dify

apo

rtio

nof

aque

ous

solu

tion

(or

KI

+A

gNO

3

KN

O3

+A

gIso

dium

carb

onat

eex

trac

t)w

ith

dil.

HN

O3.

(Yel

low

ppt.

)B

oil,

cool

and

add

AgN

O3

solu

tion

.A

yell

owpp

t,is

form

edw

hich

isin

solu

ble

inN

H4O

H.

3.C

hlor

ine

wat

erte

stA

cidi

fya

part

ofth

eaq

ueou

sso

luti

on(o

r2K

I+

Cl 2

2KC

l+

I 2so

dium

carb

onat

eex

trac

t)w

ith

dil.

HC

l,Io

dine

bein

gso

lubl

ein

CC

l 4im

part

sa

viol

etad

d1-

2m

lofc

arbo

ndi

sulp

hide

and

then

colo

urto

the

CC

l 4la

yer.

chlo

rine

wat

er.S

hake

vigo

rous

lyan

dal

low

tost

and.

Car

bon

disu

lphi

dela

yera

cqui

res

avi

olet

colo

urat

ion.

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

––––

–––

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(C) FUNCTIONAL GROUP TEST

1. Unsaturation :Alkenes & alkynes:(a) Bayers test : Cold dil alk. KMnO4 decolourisation test

Purple colourColourless + MnO2 (Brown ppt)(b) Br2 water decolourisation test

Brown colour of Br2Colourless

2. Terminal alkynes:Confirmed by ppt ofAcetylide ion with NaNH2 orAgNO3 or Cu2Cl2NH4OH

3. Alkyl halides:(a) If theyare capable of carbocation formation then they will give ppt withAgNO3.(b) Beilstein’s test : A greencolour is imported to the flame if small amount of organic compound is taken on

copper wire.

4. Alcohol:(a) Cerric ammonium nitrateGive red colour(b) Boil with acetic acid & conc. H2SO4 fruity smell

(c) 2-alkanol & ethanol also give Iodoform testYellow ppt. of CH3I on reaction with I2+ HO

5. Aldehyde & Ketones:2,4- Dinitrophenyl hydrazine (or) Braddy’s reagent give yellow, orange or red color with ald. & Ketones(2,4-DNP)

6. Aldehydes:(a) Tollen’s testSilver mirror(b) Fehling’s test {except benzaldehyde}Red colour(c) Benedicts testRed colour(d) Schiff’s dye colour regeneration testPink colour(e) Grey ppt with HgCl2 .

7. Ketones:(a) Methyl Ketones give haloform test(b) -hydroxy Ketones give Tollen’s & Fehling test’s too.

8. Carboxylic acids:(a) Brisk effervescence with aq. NaHCO3 solution.(b) HCOOH alone gives silver mirror test with Tollen’s reagent.(c) Blue litmus red(d) Give fruitysmellon reaction with alcohols.

9. Phenols:(a) Violet colouration with neutral FeCl3(b) Liebermann test(c) White ppt with Br2 water(d) Brisk effervescence with aq. NaHCO3 is observed in case of Nitrophenols.10. Primary amines:(a) Carbylamine reaction Isonitriles have verydistinctive foul odour.(b) Hoffmann mustard oil reactionOilyliquid with mustard like smell.

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11. Aromatic 1° amine diazo test

12. Amide boil with NaOHNH3

13. NitrobenzeneMullikqn Baker testTreat it with ZnNH4Cl then boil withTollen’s reagentSilvermirror will appear

14. Proteins:(a) Biuret test :Also used for ureaAlkaline solution of protein treated with a drop of aq CuSO4 when

bluish violet colour is obtained(b) Ninhydrin test : Protein treatedwith a puridinesolution of ninhydrin givecolour rangingfromdeep blue

to violet pink.

DIFFERENTATION TEST

D1. 1°, 2° & 3° alcohols :

(a) Luca’s test : Lucas reagent is conc. HCl + ZnCl2

(b) Victor Meyer’s test (RBC test)(i) 1°AlcoholBlood red colour(ii) 2°AlcoholBlue(iii) 3°AlcoholColourless

D2. 1°, 2° & 3° amines:

(a) Hinsberg’s reagent(i) 1°Amine yield a clear solution from which upon acidification an insoluble material separated.(ii) 2°Amine yield an insoluble compound which is unaffected byacid(iii) 3°Amineyield insoluble compound

(b) Reaction with HNO2

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EXERCISE-1 (Subjective Questions)

Q.1 How will you separate?(a) Ethane, Ethene & Ethyne (b) 1-Butyne & 2-Butyne(c) 2-hexyne & 3-hexyne (d) Phenol & Propanol(e) 2-Propanol & Propanone (f) CH3COOH & HCOOCH3(g) PhOH & PhCOOH (h) EtOH & EtNH2(i) EtNH2 & Me2NH (j) EtOH & Et – O – Et

Q.2 On complete combustion, 0.246g of an organic compound gave 0.198g of carbon dioxide and0.1014g of water. Determine the percentage composition of carbon and hydrogen in the compound.

Q.3 In duma’s method for estimation of nitrogen., 0.3g of an organic compound gave 50mL of nitrogen

collected at 300K temperature and 715 mm pressure. Calculate the percentage composition of

nitrogen in the compound. (Aqueous tension at 300K = 15 mm)

Q.4 During estimation of nitrogen present in an organic compound by Kjeldahl’s method, the ammoniaevolved from 0.5 g of the compound in Kjeldahl’s estimation of nitrogen, neutralized 10 mL of1 M H2SO4. Find out the percentage of nitrogen in the compound.

Q.5 In Carius method of estimation of halogen, 0.15 g of an organic compound gave 0.12 g of AgBr.Find out the percentage of bromine in the compound.

Q.6 In sulphur estimation, 0.157 g of an organic compound gave 0.4813 g of barium sulphate. Whatis the percentage of sulphur in the compound?

Q.7 0.2475g of an organic compound gave on combustion 0.4950g of carbon dioxide and 0.2025 gof water. The percentage of carbon and hydrogen are-

Q.8 0.257 g of an organic substance was heated with conc H2SO4 and then distilled with excess of

strong alkali. The ammonia gas evolved was absorbed in 50 ml of N/10 HCl which required 23.2

ml of N/10 NaOH for neutralisation at the end of the process. The percentage of nitrogen in the

compound is-

Q.9 0.395 g of an organic compound by Carius method for the estimiation of sulphur gave 0.582 g ofBaSO4. The percentage of sulphur in the compound is-

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EXERCISE-2 (Objective Questions)

[SINGLE CORRECT CHOICE TYPE]Q.1 Select reagent which is used in laboratory to differentiate 1°, 2° and 3° amines from each other:

(A) NaOH, I2 (B) PhSO2Cl (C) CHCl3 , KOH (D) CS2, HgCl2

Q.2 A mixture contains four solid organic compounds, A, B, C and D. On heating only C changes fromsolid to vapour state. C can be separated from the rest in the mixture by-

(A) Distillation (B) Sublimation

(C) Fractional distillation (D) Crystallisation

Q.3 A mixture of acetone and methanol can be separated by-

(A) Vaccum distillation (B) Steam distillation

(C) Fractional distillation (D) None

Q.4 The best method to separate the mixture of ortho and para nitrophenol (1:1) is-

(A) Steam distillation (B) Crystallization (C) Vapourisation (D) Colour spectrum

Q.5 Turpentine oil can be purified by-

(A) Vaccum distillation (B) Fractional distillation

(C) Steam distillation (D) Simple distillation

Q.6 Chromatography is used for the purification of-

(A) Solids (B) Gases (C) Liquids (D) All

Q.7 A bottle containing two immiscible liquids is given to you. These may be separated by-

(A) Fractionating column (B) Separating funnel

(C) Fractional distillation (D) Steam distillation

Q.8 Sublimation is process where a solid-

(A) Melts (B) Changes into liquid form

(C) Boils (D) Changes into vapour form directly

Q.9 The separation of mixture of two compounds by chromatographic technique is based upon-

(A) Differential solubilities (B) Different densities

(C) Different absorption (D) Differential adsorption

Q.10 Which of the following technique is most suitable for purification of cyclohexanone from a mixturecontaining benzoic acid , isoamyl alcohol, cyclohexane and cyclohexanone –

(A) Crystallisation (B) IR spectroscopy (C) Sublimation (D) Gas chromatography

Q.11 In Lassaigne test thiourea is converted into-

(A) NaCNS (B) Na2S (C) NaCN (D) Na2SO4

Q.12 In a Lassaignes’s test for sulphur in the organic compound with sodium nitroprusside solution thepurple colour formed is due to-

(A) Na4 [Fe(CN)5 NOS] (B) Na3 [Fe(CN)5 S]

(C) Na2 [Fe(CN)5 NOS] (D) Na3 [Fe(CN)6]

Q.13 The compound that does not give a blue colour in Lassaigne’s test is-

(A) Aniline (B) Glycine (C) Hydrazine (D) Urea

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Q.14 In Lassaigne’s test, the organic compound is fused with sodium metal so as to-

(A) Burn the compound (B) Form a sodium derivative

(C) Convert N, S, or halogen into soluble ionic compound (D) None of these

Q.15 Which of the following compound will give blood red colour while doing the Lassaigne’s test for N.

(A) (NH2)2C=O (B) H2N (C6H4)SO3H

(C) C6H5 SO3H (D) CHCI3

Q.16 In Kjeldahl’s method, CuSO4 acts as-

(A) Oxidising agent (B) Catalytic agent (C) Reducing agent (D) Hydrolysing agent

Q.17 Nitrogen in an organic compound can be estimated by-

(A) Kjeldahl’s method only (B) Duma’s method only

(C) Both method (D) None of these

Q.18 If 0.32 gm of an organic compound containing sulphur produces 0.233g of BaSO4 Then the percentageof sulphur in it is-

(A) 10 (B) 15 (C) 20 (D) 25

Q.19 Carbon and Hydrogen are estimated by-

(A) Liebig’s method (B) Duma’s method (C) Carius method (D)Kjeldahl’s method

Q.20 Duma’s method involves the determination of content of nitrogen in the organic compound in theform of -

(A) Gaseous NH3 (B) Gaseous N2 (C) NaCN (D) (NH4)2 SO4

Q.21 In Duma’smethod, the gas which is collected in Nitrometer is-

(A) N2 (B) NO (C) NH3 (D) H2

Q.22 Silica gel is used for keeping away the moisture because it-

(A) Absorbs H2O (B) Adsorbs H2O (C) Reacts with H2O (D) None

Q.23 Which process is suitable for the purification of aniline-

(A) Simple distillation (B) Steam distillation

(C) Fractional distillation (D) Fractional crystallisation

Q.24 Steam distillation is a better method of purification for...........compounds-

(A) Liquids (B) Steam volatile (C) Non-volatile (D) Miscible with water

Q.25 In steam distillation the vapour pressure of the volatile organic compound is-

(A) Equal to atmospheric pressure (B) Less than the atmospheric pressure

(C) More than the atmospheric pressure (D) Just double the atmospheric pressure

Q.26 Ellution is the process for-

(A) Crystallization of compound (B) Separation of compound

(C) Extraction of compound (D) Distillation of compound

Q.27 Boiling point of a liquid can be increased by-

(A) Increasing the pressure (B) Decreasing the pressure

(C) Purifying the liquid (D) Adding water to it

Q.28 0.59 g of an organic substance when treated with caustic soda evolved ammonia, which required20 c.c. of N/2 sulphuric acid for neutralization. The percentage of nitrogen is-

(A) 40% (B) 53.6% (C) 63.6% (D) 23.73%

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Q.29 In organic compounds P is estimated as-

(A) H3PO4 (B) P2O5 (C) Mg3(PO4)2 (D) (NH4)3 PO4 .12MoO3

Q.30 Which statement apply best to vacuum distillation-

(A) Distil liquids quickly with decomposition (B) It is very easy to distill

(C) Distil liquid to avoid decomposition (D) None

Q.31 A mixture of naphthalene and benzoic acid can be separated by-

(A) Extraction with solvent (B) Sublimation

(C) Fractional crystallisation (D) Distillation

Q.32 0.2 g of an organic compounds on complete combustion produces 0.44 g of CO2, then thepercentage of carbon in it is-

(A) 50 (B) 60 (C) 70 (D) 80

Q.33 Which is useful for separating benzoic acid from a mixture of benzoic acid and methyl benzoate-

(A) Aq. NaHCO3 (B) Dil.HCI (C) Dil.H2 SO4 (D) Dil. HNO3

Q.34 The process of differential extraction is based upon -

(A) Differential solubilities (B) Differential molecular masses

(C) Different boiling points (D) Different chemical properties

Q.35 0.2 g of an organic compound on complete combustion produces 0.18 g of water, then thepercentage of hydrogen in it is-

(A) 5 (B) 10 (C) 15 (D) 20

Q.36 In column chromatography the MOVING PHASE is constituted by-

(A) A substance which have to be separated

(B) Eluent

(C) Adsorbent

(D) Mixture of eluent and substances to be separated

Q.37 To detect iodine in presence of bromine, the sodium extract is treated withNaNO2 + glacial acetic acid + CCl4. Iodine is detected by the appearance of:

(A) yellow colour of CCl4 layer

(B) purple colour of CCl4(C) brown colour in the organic layer of CCl4(D) deep blue colour in CCl4

Q.38 In steam distillation the vapour pressure of volatile organic compound is:

(A) equal to atmospheric pressure (B) double the atmospheric pressure

(C) less than atmospheric pressure (D) more than atmospheric pressure

Q.39 The sodium extract prepared from sulphanilic acid, contains SCN–. It gives blood red colourationwith:(A) a mixture of Na2S and CS2 (B) FeCl3(C) FeSO4 (D) Na2SO3

Q.40 Before testing halogens the sodium extract is boiled with conc. HNO3 to:(A) bring common ion effect (B) make solution clear(C) destroy CN– and S– – ions (D) make the solution acidic

Q.41 Kjeldahl’s method cannot be used for the estimation of nitrogen in:(A) Pyridine (B) Nitrocompounds (C) Azo compounds (D) All

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Q.42 The latest technique used for purification of organic compounds is:(A) Chromatography (B) Vacuum distillation(C) Fractional distillation (D) Crystallization

Q.43 If 0.2 gram of an organic compound containing carbon, Hydrogen and oxygen on combustion,yielded 0.147 gram carbon dioxide and 0.12 gram water. What will be the content of oxygen inthe substance ?(A) 73.29 % (B) 78.45 % (C) 83.23 % (D) 89.50 %

Q.44 0.765 g of an acid gives 0.535 g of CO2 and 0.138 g of H2O. Then the ratio of the percentageof carbon and hydrogen is:(A) 19 : 2 (B) 18 : 11 (C) 20 : 17 (D) 1 : 7

Q.45 2.79 g of an organic compound when heated in Carius tube with conc. HNO3 and H3PO4 formedconverted into MgNH4.PO4 ppt. The ppt. on heating gave 1.332 g of Mg2P2O7. The percentageof P in the compound is(A) 23.33 (B) 13.33 (C) 33.33 (D) 26.66

Q.46 Which of the following compounds will give silver mirror test-

(A) CH3COOH (B) HCOOH (C) CH3CO.COOH (D) None

Q.47 If on adding FeCl3 solution to acidified Lassaigne’s solution, a blood red colouration is produced,it indicates the presence of -

(A) S (B) N (C) N and S (D) S and Cl

Q.48 In carius tube the compound ClCH2 – COOH was heated with fuming HNO3 and AgNO3. Afterfilteration and washing, a white ppt. was formed. The ppt is-

(A) AgCl (B) AgNO3 (C) Ag2SO4 (D) CH2(ClCOOAg

Q.49 Leibig method is used for the estimation of-

(A) Nitrogen (B) Sulphur

(C) Carbon and hydrogen (D) Halogens

Q.50 During Lassaigne’s test, N and S present in an organic compound changes into-

(A) Na2S and NaCN (B) NaSCN

(C) Na2SO4 and NaCN (D) Na2S and NaCNO

Q.51 Two solids A and B have appreciable different solubilities in water but their melting points are veryclose. The mixture of A and B can be separated by-

(A) Sublimation (B) Fractional crystallisation

(C) Distillation (D) Specific method

Q.52 Which compound can not give following test.

Lassigne solution 4FeSO 3FeCl Prussian blue coloured solution

(A)NH2

(B)

NH2

(C) H2N – NH2 (D)

NH2

[MULTIPLE CORRECT CHOICE TYPE]Q.53 For the crystallisation technique, which of the following statement is correct regardingchoice of solvent.

(A) The solvent should dissolve the impurities.(B) The solvent should not react chemicallywith the substance.(C) The organic substance should dissolve in solvent upon heating and get separated on heating.(D) None of these

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Q.54 Distillation techniqueis used for purificationof which liquids:(A) Whichboil without decomposition (B) Which boil with decomposition(C) Whichcontainsvolatile impurities (D) Whichcontains non-volatile impurities

Q.55 Correct statement regarding differential extraction:(A) Organic compound should be in aqueous medium(B) Organic solvent is used which is immisible in water(C) Organic compound is more soluble in organic solvent than water.(D) Very large quantityof solvent is required to extract small quantityof compound.

Q.56 Correct statement about chromatography :(A) It can be used to separate ortho and para nitro-anilines.(B) It is used to separate blue and red dyes.(C) It is used to purifyplant pigments.(D) It is used to separate compounds having dissimilar boiling points.

Q.57 Which of the following element is confirmed when soda-extract is treated with FeCl3 and blood redcolour appears in the Lassaigne test.(A) Nitrogen (B) Sulphur (C) Iodine (D) Bromine

Q.58 Which of the following element is identified when red brown fumes are produced bysodium extract andconc. H2SO4?(A) Iodine (B) Nitrogen (C) Bromine (D) Chlorine

Q.59 The incorrect statement for Lassaigne's test regarding sodium extract :(A) It is used to form sodium derivative which are non-soluble.(B) It is used to convert elements into soluble ionic compound(C) It is used to make element flammable.(D) It is used as an oxidising agent.

[MATRIX TYPE]Q.60 Match the compound in group I to the best technique of separation listed in group II.

Group I Group II(A) Camphourcontainingnon-volatile impurities (P) Differentialextraction(B) Impure sampleof aniline (Q) Sublimation(C) Ortho and para nitro- anilines (R) Distillation(D) Ether from ethyl alcohol. (S) Chromatography

Q.61 Column I Column II(Property to be determined) (Method used for determination)

(A) Molecular mass of a volatile organic (P) Silver salt methodsolid

(B) Molecular mass of a non-volatile (Q) Liebigmethodorganic solid

(C) Estimation of chlorine in carbon (R) Platinichloridemethodtetrachloride

(D) Estimationofnitrogeninaniline (S) Victor Meyer's method(E) Equivalent mass of an organic acid (T) Depression in freezingpoint(F) Equivalent mass of an organic base (U) Carius method(G) Estimation of carbon and hydrogen in an (V) Kjeldahl's method

organic compound

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EXERCISE-3

SECTION-A

(JEE ADVANCED Previous Year's Questions)Q.1 Match the compounds/ion in column Iwith their properties/ reaction in Column II. Indicate your answer

by darkening the appropriate bubbles of the 4 × 4 matrix given in the OMR. [JEE 2007]Column I Column II

(A) C6H5CHO (P) gives precipitate with2,4-dinitrophenylhydrazine

(B) CH3CCH (Q) gives precipitate withAgNO3(C) CN– (R) is a nucleophile(D) I– (S) is involvedin cyanohydrin formation

Q.2 Match the compounds in Column I with their characteristic test(s)/reaction(s) given in Column II.Indicate your answer by darkening the appropriate bubbles of the 4 × 4 matrix given in the OMR.

Column I Column II [JEE 2008]

(A) H2N –+ -NH Cl3 (P) sodium fusion extract of the compound gives

Prussian blue colour with FeSO4

(B) HO

NH I3

COOH

+ -

(Q) gives positive FeCl3 test

(C) HO NH Cl3

+ -(R) gives white precipitate withAgNO3

(D) O N2NH – NH Br3

+ -

NO2

(S) reactswithaldehydes to formthecorrespondinghydrazone derivative

SECTION-B

(JEE Main Previous Year's Questions)

Q.1 Match the catalysts to the correct processes: [JEE Main 2015]

Catalyst Process

(A)TiCl3 (i) Wacker process

(B) PdCl2 . (ii) Ziegler -Natta Polymerization

(C) CuCl2 (iii) Contact process

(D)V2O5 (iv) Deacon’s process

(A) (A) -{ii), (B) -(iii), (C) -(iv), (D) -(i) (B) (A) -(iii), (B) -(i), (C) -(ii), (D) -(iv)

(C) (A) -(iii), (B) -(ii), (C) -(iv), (D) -(i) (D) (A) -(ii), (B) -(i), (C) -(iv), (D) -(iii)

Q.2 The distillation technique most suited for separating glycerol from spent-lye in the soap industry is :(A) Distillation under reduced pressure (B)Simpledistillation [JEE Main 2016](C) Fractional distillation (D)Steam distillation

Q.3 Which of the following compounds will be suitable for Kjeldahl's method for nitrogen estimation?

(A)

NO2

(B)N Cl2

–+

(C)N

(D)

NH2

[JEE Main 2018]

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EXERCISE-4 (Rank Booster)

[SINGLE CORRECT CHOICE TYPE]

Q.1 Consider the reaction-

(i) CHCl +NaOH3 P (major) + Q (Minor)(ii) H O3

+

OH

Mixture of P and Q can be best separated by -(A)Steam distillation (B)Vacuumdistillation(C) Fractional distillation (D)Crystallisation

Q.2 Which of the following compound(s) will give blue colour when it is converted into Lassaigne's extractand FeSO4 is added followed by FeCl3.

(I) (II) (III) NH2–OH (IV) 22 NHCNHNH||

O

(A) I and IV (B) IV only (C) I, III & IV (D) I, II, III & IV

[MULTIPLE CORRECT CHOICE TYPE]

Q.3 + AC O2AcONa (P)

CHO

Before isolating (P) unreacted Ph–CHO is removed first. Select the correct statement.(A) P is cinnamaldehyde(B) Removal of PhCHO is done bypassing steam into the mixture(C) Removal is done bysimple distillation(D) P is cinnamic acid.

[MATRIX TYPE]Q.4 Match the column

Column I Column II(component of mixture) (Reagent)(A) Crystalline Na2CO3 + Sodium citrate + CuSO4(aq. sol.) (P) Fehlingsolution(B) CuSO4 + Rochelle Salt + NaOH(aq. sol.) (Q) Nesseler's Reagent(C) 10% - naphthol in alcohol (R) Benedict's solution(D) HgCl + KI + KOH (aq. sol.) (S) Molisch's Reagent

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Q.5 Match the columnColumn I Column II(Functional group) (Test used or complex formed during confirmatory test)

(A)Aldehydic (P) [(C6H5O)6Fe]–3 (violet)

(B) Phenolic (Q)

CH — C–O–

CH — C–O–

Cu

OO

OO(blue)

(C)Alcohol (R)

RCH(OH)OSONH

RCH(OH)OSONH

C NH

violet red

(D) Glucose (S) (ROH)2Ce(NO3)4 (Red)

(T) Molisch's Test

[SUBJECTIVE]

Q.6 How willyou differentiate?(a) Propane & Propene (b) 1-Butyne & 2 - Butyne(c) 2-Hexyne & 3-hexyne (d) 1,1-Dichloroethane & 1,2-Dichloroethane(e) Chloroethane & Chloroethene (f) Pure & Oxidized CHCl3(g) p-chlorotoluene &benzylchloride (h) n-propylchloride & isopropylchloride(i) Methanol & ethanol (j) Isobutanol & tert-butanol(k) 2-Pentanol & 3-pentanol (l) O-cresol & benzylalcohol(m) Ethanol & Propanol (n) Propanone & Ethanol(o) HCHO & PhCHO (p) Glucose & Fructose(q) HCOOH & CH3COOH (r) HCOOH & HCHO

(s) MeNH2 & Me2NH (t) &

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ANSWER KEY

EXERCISE-1

Q.2 21.95 %, 4.58 % Q.3 17.46% Q.4 56.0 %

Q.5 34.04 % Q.6 42.10 % Q.7 54.54, 9.09

Q.8 14.6 Q.9 20.24

EXERCISE-2

Q.1 B Q.2 B Q.3 C Q.4 A Q.5 C Q.6 D Q.7 B

Q.8 D Q.9 D Q.10 D Q.11 A Q.12 A Q.13 C Q.14 C

Q.15 B Q.16 B Q.17 C Q.18 A Q.19 A Q.20 B Q.21 A

Q.22 B Q.23 B Q.24 B Q.25 B Q.26 B Q.27 A Q.28 D

Q.29 D Q.30 C Q.31 A Q.32 B Q.33 D Q.34 A Q.35 B

Q.36 D Q.37 B Q.38 D Q.39 B Q.40 C Q.41 D Q.42 AQ.43 A Q.44 A Q.45 B Q.46 B Q.47 C Q.48 A Q.49 C

Q.50 A Q.51 B Q.52 C Q.53 BC Q.54 AD Q.55 ABCD

Q.56 ABC Q.57 AB Q.58 C Q.59 ACDQ.60 (A) Q (B) R (C) RS (D) R Q.61 (A) S (B) T (C) U (D) V (E) P (F) T (G) Q

EXERCISE-3

SECTION-A

Q.1 (A) P, S; (B) Q; (C) Q, R, S; (D) Q,R Q.2 (A) R,S (B) P,Q (C) P,Q,R (D) P,S

SECTION-B

Q.1 D Q.2 A Q.3 D

EXERCISE-4

Q.1 C Q.2 B Q.3 BD Q.4 (A)R (B) P (C) S (D) QQ.5 (A) Q,P (B) P, (C) S (D) T

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NOTES

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