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Organic And Biological Chemistry

7th Edition
STOKER + 1 other
ISBN: 9781305081079

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Chapter
Section
BuyFindarrow_forward

Organic And Biological Chemistry

7th Edition
STOKER + 1 other
ISBN: 9781305081079
Textbook Problem

Hydrolysis of an acetal in an acid solution would produce

  1. a. an aldehyde, a ketone, and two alcohol molecules
  2. b. an aldehyde or a ketone and one alcohol molecule
  3. c. an aldehyde or a ketone and two alcohol molecules
  4. d. no correct response

Interpretation Introduction

Interpretation:

The product formed from hydrolysis of acetal in an acid solution has to be chosen from the given options.

Concept Introduction:

Aldehydes contain a carbonyl group that is bonded to a hydrogen atom and a carbon atom.  Ketones are compounds that contain a carbonyl group bonded to two carbon atoms.  Aldehydes and ketones undergo addition reaction across the carbonyl group.

Aldehydes and ketones react with alcohol to form hemiacetal as the product.  This reacts with further molecule of aldehyde or ketone to form acetal.

Acetals are stable in basic solution.  But in acidic solution, they undergo hydrolysis.  Hydrolysis is a chemical reaction in which the compound splits into two or more fragments when water is added to the compound in presence of acid or base as catalyst.  Acetals undergo hydrolysis to give the respective starting materials from which it is formed.

Explanation

Reason for correct option:

Acetal is formed when the formed hemiacetal reacts with further alcohol molecule so that the hydroxyl group in the hemiacetal is converted into alkoxy group.  This can be shown as given below,

Acetal undergoes hydrolysis in acidic solution to form two alcohol molecules and ketone or aldehyde molecule.  The general reaction for hydrolysis of acetal in acid solution,

Therefore, the correct option is option (c)...

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