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Organic And Biological Chemistry

7th Edition
STOKER + 1 other
ISBN: 9781305081079

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BuyFindarrow_forward

Organic And Biological Chemistry

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

What are the IUPAC names of the products formed when each of the following esters is hydrolyzed under acidic conditions?

  1. a. Methyl butanoate
  2. b. Methyl ethanoate
  3. c. Isopropyl propanoate
  4. d. Isopropyl ethanoate

(a)

Interpretation Introduction

Interpretation:

The IUPAC name of reaction products when methyl butanoate undergoes ester hydrolysis under acidic conditions has to be written.

Concept Introduction:

Breaking of the carbon‑oxygen single bond present between the “acid part” and “alcohol part” is one of the important reactions of ester.  This process of breaking the bond between the carbon‑oxygen is known as ester hydrolysis or saponification.  The condition prevails in the reaction determines it as ester hydrolysis of saponification.

Ester hydrolysis takes place in ester when it is treated with strong acid or enzymes as catalyst.  Reverse of esterification reaction is the ester hydrolysis.

Saponification is the reaction that ester undergoes when a strong base is used to give the product as carboxylic acid salt and alcohol.

Explanation

Given name of ester is methyl butanoate.  The structure of methyl butanoate can be given as,

Under acidic conditions, esters undergo hydrolysis resulting in breakage of the carbon‑oxygen single bond that is present between the “acid part” and “alcohol part”.  The product that is obtained on ester hydrolysis in acidic conditions is carboxylic acid and an alcohol...

(b)

Interpretation Introduction

Interpretation:

The IUPAC name of reaction products when methyl ethanoate undergoes ester hydrolysis under acidic conditions has to be written.

Concept Introduction:

Breaking of the carbon‑oxygen single bond present between the “acid part” and “alcohol part” is one of the important reactions of ester.  This process of breaking the bond between the carbon‑oxygen is known as ester hydrolysis or saponification.  The condition prevails in the reaction determines it as ester hydrolysis of saponification.

Ester hydrolysis takes place in ester when it is treated with strong acid or enzymes as catalyst.  Reverse of esterification reaction is the ester hydrolysis.

Saponification is the reaction that ester undergoes when a strong base is used to give the product as carboxylic acid salt and alcohol.

(c)

Interpretation Introduction

Interpretation:

The IUPAC name of reaction products when isopropyl propanoate undergoes ester hydrolysis under acidic conditions has to be written.

Concept Introduction:

Breaking of the carbon‑oxygen single bond present between the “acid part” and “alcohol part” is one of the important reactions of ester.  This process of breaking the bond between the carbon‑oxygen is known as ester hydrolysis or saponification.  The condition prevails in the reaction determines it as ester hydrolysis of saponification.

Ester hydrolysis takes place in ester when it is treated with strong acid or enzymes as catalyst.  Reverse of esterification reaction is the ester hydrolysis.

Saponification is the reaction that ester undergoes when a strong base is used to give the product as carboxylic acid salt and alcohol.

(d)

Interpretation Introduction

Interpretation:

The IUPAC name of reaction products when isopropyl ethanoate undergoes ester hydrolysis under acidic conditions has to be written.

Concept Introduction:

Breaking of the carbon‑oxygen single bond present between the “acid part” and “alcohol part” is one of the important reactions of ester.  This process of breaking the bond between the carbon‑oxygen is known as ester hydrolysis or saponification.  The condition prevails in the reaction determines it as ester hydrolysis of saponification.

Ester hydrolysis takes place in ester when it is treated with strong acid or enzymes as catalyst.  Reverse of esterification reaction is the ester hydrolysis.

Saponification is the reaction that ester undergoes when a strong base is used to give the product as carboxylic acid salt and alcohol.

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