5.10 structure of esters an ester is a carboxylic acid with the acidic h replaced with an r group
TRANSCRIPT
5.10 Structure of EstersAn ester is a carboxylic acid
OH
O
RO
O
with the acidic H replaced with an R group
5
4
3
5.11 Preparation of esters• Esters are produced from the condensation of a
carboxylic acid
OH
O
HO
HO
HO
O
and alcohol
Preparation of esters movie
• D:\Movies\ester acid esterification.mov
Fig. 5.12
5.12 Naming esters
Alcohol name + acid root “ate”
Esters have an alcohol part and an acid part
NAME:
Table 5.4 Esters that are used as flavoring agents
5.13 Common Esters
1.Alcohol
2.Acid
5.14 Isomerism in Carboxylic acids and esters
• Constitutional isomers exist between carboxylic acids and esters
• Constitutional isomers exist between esters
Table 5.5 Boiling points of compounds with similar molecular weights
5.15 Physical properties of esters
Fig. 5.14 Ester-water hydrogen bonding
→Fig. 5.15 Methyl and ethyl esters of unbranched-chain carboxylic acids at room temperature and pressure.
Carboxylic Acids, Esters, and Other Acid Derivatives cont’d
5.16 Reactions of EstersHydrolysis Reactions
1. Acid hydrolysis
2. Base hydrolysis (saponification)
O
O-O
O
O+H2O
NaOH
Movies\ester base hydrolysis.mov
5.17 Sulfur analogs of esters
• E.g., Acetyl coA
5.18 Polyesters…..skip
5.19 Acid anhydrides
Acid anhydrides can be organic or inorganic or both
O
O O
1. Organic
2. Inorganic O PO
O
O
P O
O
O
3. Organic and inorganic
O
PO
OO
O
P
O
O
O
O
OH
1,3-bisphosphoglycerate
Mixed anhydride bond
Phosphate ester bond
Glyceric acid
5.20 Esters of inorganic acids
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