Which reactant provides the oxygen atom found in the ester linkage? pentanoic acid O propanol

Introductory Chemistry: A Foundation
9th Edition
ISBN:9781337399425
Author:Steven S. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Donald J. DeCoste
Chapter20: Organic Chemistry
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Which reactant provides the oxygen atom found in the
ester linkage?
pentanoic acid
O propanol
Transcribed Image Text:Which reactant provides the oxygen atom found in the ester linkage? pentanoic acid O propanol
In the Fischer esterification reaction, a carboxylic acid reacts with an excess of alcohol in acidic conditions to form an ester.
During the reaction the sp2 hybridized carbonyl carbon of the acid forms an sp' hybridized intermediate before returning to
sp? hybridization in the product. Draw the structure of the neutral sp° hybridized intermediate and the ester product in the
reaction between pentanoic acid and n-propanol.
H*
neutral sp3
ester
pentanoic acid + n-propanol
intermediate
product
propanol
Draw the neutral sp' intermediate.
Draw the ester product.
Select
Draw
Rings
More
Erase
Select
Draw
Rings
More
Erase
C
H
C
H
Transcribed Image Text:In the Fischer esterification reaction, a carboxylic acid reacts with an excess of alcohol in acidic conditions to form an ester. During the reaction the sp2 hybridized carbonyl carbon of the acid forms an sp' hybridized intermediate before returning to sp? hybridization in the product. Draw the structure of the neutral sp° hybridized intermediate and the ester product in the reaction between pentanoic acid and n-propanol. H* neutral sp3 ester pentanoic acid + n-propanol intermediate product propanol Draw the neutral sp' intermediate. Draw the ester product. Select Draw Rings More Erase Select Draw Rings More Erase C H C H
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