drill: draw & name reactants & products of:
DESCRIPTION
Drill: Draw & Name Reactants & Products of:. Oxidations of 1-butanol in 2 steps:. 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 PresentationTRANSCRIPT
Drill: Draw & Name Reactants & Products of:
•Oxidations of
1-butanol in 2 steps:
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
Name R & P
O
CH3-C-OH +
HO-CH3Acid
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+
Drill: Draw & name 5 esters
that are isomers of C6H12O2
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 EsterH2C-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
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 5 acid or acid derivative containing
isomers of:
C3H6O3
Drill:•Draw the reactant, then
predict, draw, & name the products for the
hydrolysis of Propylthioacetate.
Acid Review
Be familiar with the
common acids for matching
Be familiar with how to
oxidize alcohols
Be familiar with DH rxns making acid derivatives
Be familiar with hydrolysis
of acid derivatives
Be able to draw & name
isomers with carboxyls
Name
OH
Name
OH
OH