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LECTURE 2: ALKENES A HYDROGENATION REAGENT: CONDITION: PRODUCT: MECHANISM B HALOGENATION REAGENT: CONDITION: PRODUCT: MECHANISM 1

Chemistry

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Page 1: Chemistry

LECTURE 2: ALKENES

A HYDROGENATION

REAGENT:

CONDITION:

PRODUCT:

MECHANISM

B HALOGENATION

REAGENT:

CONDITION:

PRODUCT:

MECHANISM

1

Page 2: Chemistry

C ADDITION OF HYDROGEN HALIDE

REAGENT:

CONDITION:

PRODUCT:

MECHANISM

D HYDRATION

REAGENT:

CONDITION:

PRODUCT:

MECHANISM

2

Page 3: Chemistry

E ADDITION OF BROMINE WATER

REAGENT:

CONDITION:

PRODUCT:

F ADDITION OF CONC. SULPHURIC ACID

REAGENT:

CONDITION:

PRODUCT:

G OXIDATION BY COLD, DILUTE ALKALINE KMnO4/ K2Cr2O7

(MILD OXIDATION)

EQUATION

OBSERVATION:

H OXIDATION BY HOT, CONC. ACIDIFIED KMnO4/ K2Cr2O7

PRODUCT:

3

Page 4: Chemistry

LECTURE 3: BENZENE

A ELECTROPHILIC SUBSTITION REACTIONS

1 FRIEDEL- CRAFT ALKYLATION OF BENZENE

In the presence of solid catalyst

MECHANISM

2 NITRATION

NITRATION OF BENZENE

REAGENT:

CONDITION:

PRODUCT:

formation of nitonium

MECHANISM

DISUBSTITUTION TRISUBSTITUTION

REAGENT: REAGENT:

COND COND

4

Page 5: Chemistry

NITRATION OF METHYLBENZENE

REAGENT:

CONDITION:

MECHANISM

DISUBSTITUTION TRISUBSTITUTION

REAGENT: REAGENT:

COND COND

3 SULPHONATION

EQUATION:

FORMATION OF ELECTROPHILE:

MECHANISM

4 FRIEDEL- CRAFTS ACYLATION OF BENZENE

REAGENT:

MECHANISM

5

Page 6: Chemistry

5 HALOGENATION

HALOGENATION OF BENZENE

REAGENT:

COND:

OBSERVATION:

FORMATION OF ELECTROPHILE

MECHANISM

DISUBSTITUTION TRISUBSTITUTION

REAGENT: REAGENT:

COND COND

5 HALOGENATION OF METHYLBENZEBE

REAGENT:

COND:

OBSERVATION:

FORMATION OF ELECTROPHILE

MECHANISM

DISUBSTITUTION TRISUBSTITUTION

REAGENT: REAGENT:

COND COND

6

Page 7: Chemistry

B FREE- RADICAL SUBSTITUTION

REAGENT:

COND:

EQUATION:

C OXIDATION

REAGENT:

COND:

EQUATION:

D HYDROGENATION

REAGENT:

COND:

PRODUCT:

EQUATION:

7

Page 8: Chemistry

LECTURE 4:HALOALKANES

A NUCLEOPHILIC SUBSTITUTION OF HALOALKANES

GENERAL MECHANISM

EXPLANATION:

8

Page 9: Chemistry

SN 1 MECHANISM

EXPLANATION:

SN 2 MECHANISM

EXPLANATION:

9

Page 10: Chemistry

B HYDROLYSIS

1 REACTION WITH HYDROXIDE

REAGENT:

COND:

PRODUCT:

NUCLEOPHILE:

BROMOETHANE+ NaOH

2 reaction with potassium cynide(KCN)

REAGENT:

COND:

PRODUCT:

NUCLEOPHILE:

BROMOETHANE+ KCN

10

Page 11: Chemistry

3 reaction with ammonia

REAGENT:

COND:

PRODUCT:

NUCLEOPHILE:

BROMOETHANE+ conc. Ammonia in etanol

C ELIMINATION REACTION

REAGENT:

COND:

PRODUCT:

NUCLEOPHILE:

EG: 2-BROMOBUTANE

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Page 12: Chemistry

LECTURE 5: ALCOHOL

1 COMBUSTION

COMPLETE:

REAGENT:

COND:

INCOMPLETE:

REAGENT:

COND:

2 REACTION WITH SODIUM SOLID

REAGENT:

COND:

PRODUCT:

OBSERVATION:

EQUATION:

3 SUBSTITUTION OF ALCOHOL IN THE FORMATION OF ALKYL HALIDES

WITH HYDROGEN HALIDE/ PHOSPHURUS HALIDE

REAGENT:

COND:

EG:

WITH PHOSPHURUS HALIDE(PI3)

REAGENT:

COND:

EG:

WITH THIONYL CHLORIDE (SOCl2)

REAGENT:

COND:

EG:

WITH PCl5

REAGENT:

COND:

OBSERVATION:

EG:

12

Page 13: Chemistry

4 OXIDATION OF ALCOHOL

PRIMARY

TYPE OF OXIDATION:

REAGENT:

COND:

OBSERVATION:

PRODUCT:

PRIMARY

TYPE OF OXIDATION:

REAGENT:

COND:

OBSERVATION:

PRODUCT:

SECONDARY

TYPE OF OXIDATION:

REAGENT:

COND:

OBSERVATION:

PRODUCT:

TERTIARY: NO REACTION!

REASON:

5 DEHYDRATION OF ALCOHOL

REAGENT:

COND:

PRODUCT:

6 ESTERIFICATION OF ALCOHOL

REAGENT:

COND:

PRODUCT:

OBSERVATION:

13

Page 14: Chemistry

PHENOLS

PHENOL FORM HYDROGEN BOND WITH OTHER PHENOL

I REACTION

A REACTION WITH BASES

B REACTION WITH SODIUM

C NITRATION OF PHENOL

REAGENT :

COND:

14

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D BROMINATION OF PHENOLS

TRISUBSTITUTION

REAGENT:

COND:

OBSERVATION:

EQUATION

MONOSUBSTITUTION

REAGENT:

COND:

OBSERVATION:

II PRODUCTION OF ETHANOL

A FROM ETHENE (CATALYTIC HYDRATION) FAST, PURE ETHANOL

a. REAGENT:

COND:

EQUATION:

ETHENE HYDRATING INDIRECTLY USING FUMING SULPHURIC ACID/ CONC SULPHURIC ACID

b. REAGENT:

EQUATION:

B FERMENTATION OF GLUCOSE SLOW, IMPURE ALCOHOL

REAGENT:

COND:

EQUATION:

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