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Drill: Draw & Name Reactants & Products of:. Two oxidations of 1-butanol:. Drill: Draw & Name Reactants & Products of:. Oxidation of 2-butanol:. Drill: Draw & Name 3 isomers containing carboxyl groups of:. C 5 H 10 O 2. Drill: Draw & Name 4 isomers containing carboxyl groups of:. - PowerPoint PPT Presentation
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Drill: Draw & Name Reactants & Products of:
•Two oxidations of 1-butanol:
Drill: Draw & Name Reactants & Products of:
Oxidation of
2-butanol:
Drill: Draw & Name 3 isomers containing carboxyl groups of:
C5H10O2
Drill: Draw & Name 4 isomers containing carboxyl groups of:
C6H12O2
Acid Derivatives
Acid Anhydrides
Acid Anhydrides O O
R1-C-O-C-R2
Acid Anhydrides•Formed through the dehydration of two carboxylic acids
Making Anhydrides O O
R1-C-OH + HO-C-R2
General Anhydride O O
R1-C-O-C-R2
+ H2O
Making Anhydrides O
CH3-C-OH +
O
HO-C-CH3
Diacetic Anhydride O O
CH3-C-O-C-CH3
+ H2O
H2C OH
H2C OH
OC
CO
SuccinicAcid
Heat
H2C O + H2OH2C
OC
CO
SuccinicAnhydride
OH
OH
OC
CO
PhthalicAcid
Heat
O
OC
C + H2OO
PhthalicAnhydride
Anhydride Hydrolysis
•The reverse of the anhydride
formation reaction
Acyl Group
O
R-C-
Acyl Group
O
CH3-C-
Acetyl Group
Drill:• Draw the reactants, then
predict, draw, & name the product of the dehydration of the combination butanoic acid & propanoic acid.
Esters
Esters O
R1-C-O-R2
Esterification•The formation of
esters
Esterification O
R1-C-OH + HO-R2Acid
Ester O
R1-C-O-R2
+ H2O
O
OH + HO-CH3
OH HCl
Methanol
Salicylic Acid
O
O-CH3
OH + H2O
Methyl Salicate
Oil of Wintergreen
EsterificationO
OH O
OH + O
AceticAnhydride
Salicylic Acid
C-CH3
C-CH3 O
Acetyl salicylic AO
OH O
O
Acetic acid
Aspirin
C-CH3
OC-CH3
HO+
Common Esters
Ethyl Formate O
H-C-O-CH2-CH3
Rum
Octyl acetate O
H3C-C-O-(CH2)7-CH3
Oranges
Pentyl acetate O
H3C-C-O-(CH2)4-CH3
Bananas
Ethyl butyrate O
H2C-C-O-CH2-CH3
CH2-CH3
Pineapples
Pentyl butyrate O
H2C-C-O-(CH2)4-CH3
CH2-CH3
Apricots
Methyl butyrate O
H2C-C-O-CH3
CH2-CH3
Apples
Predict Product O
CH3-CH2-CH2-C-OH
O
+ HO-C-CH3 + Heat
Common Biological Ester O
H2C-OH + HO-C-R1
O
HC-OH + HO-C-R2
O
H2C-OH + HO-C-R3
Triglyceride O
H2C-O-C-R1
O
HC-O-C-R2
O + 3 H2O
H2C-O-C-R3
Common Biological Ester
H2C-OH + HO-PO3-2
O
HC-OH + HO-C-R2
O
H2C-OH + HO-C-R3
Phosphoglyceride
H2C-O-PO3-2
O
HC-O-C-R2
O + 3 H2O
H2C-O-C-R3
Drill:•Draw the reactants, then predict & draw the products of dehydration synthesis when phenol is added to formic acid.
Ester Hydrolysis•Adding water to an ester in acid or base to break it down into an acid & an alcohol
Ester Hydrolysis O
R1-C-O-R2base + H2O
Acid & Alcohol O
R1-C-OH + HO-R2
Polyester•A polymer made up
of monomers connected by ester
bonds
Making Polyesters O O
HO-C-R-C-OH
+
HO-R2-OH
Thioesters O
R1-C- S-R2
Thioesters In thioesters, the single bonded oxygen is replaced with sulfur
Making Thioesters Addition of a thiol to an acid or an anhydride
Acid & Thiol O
R1-C-OH + HS-R2
Thioesters O
R1-C- S-R2 + H2O
Making a Common Thioester
O
CH3-C-OH + HS-CoA
Making a Common Thioester
O
CH3-C-OH + HS-CoA
Acyl Group
O
CH3-C-S-CoA
Acetyl CoA
Phosphoric Acid O
HO-P-OH
OH
At pH 7 ish O O
-O-P-OH & -O-P-O-
OH OH
P A Anhydrides O + O
HO-P-OH HO-P-OH
OH OHHeat
P A Anhydrides O O + H2O
HO-P-O-P-OH
OH OH
Phospho Esters O
HO-P-OH + HO-R
OH Heat
Phosphoesters O
HO-P-O-R
OH + H2O
Phosphodiesters O
HO-P-OH + HO-R
OH + H-O-R
Phosphodiesters O
HO-P-O-R
O-R + 2 H2O
Phosphorylation•Transfer of this phosphoryl group
through phosphoester bonds
Inorganic Ester H2C-OH HO-NO2
HC-OH + HO-NO2
H2C-OH HO-NO2
Nitroglycerin H2C-O-NO2
HC-O-NO2 + 3 H2O
H2C-O-NO2
Draw & Name 10 Isomers of:
C3H6O2
Drill:•Draw the reactant, then
predict, draw, & name the products for the
hydrolysis of Propylthioacetate.
Name
OH
Name
OH
OH