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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

Each of the following aldehydes is named incorrectly. However, the names give correct structural formulas. What is the correct IUPAC name for each of these aldehydes?

  1. a. 3-Methylpropanal
  2. b. 2-Ethylpropanal
  3. c. 3,4-Dimethylbutanal
  4. d. Dimethylethanal

(a)

Interpretation Introduction

Interpretation:

Correct IUPAC name for the given aldehyde has to be assigned.

Concept Introduction:

For naming an aldehyde in IUPAC nomenclature, the suffix “-al” is added to the parent alkane name.

IUPAC rules for naming an aldehyde:

  • • The longest parent carbon chain is identified that includes the carbonyl group.
  • • The parent chain name is changed by replacing the suffix “-e” with “-al”.
  • • Numbering is done in a way that the carbonyl group is designated as number 1.  This is not indicated in the part of the name because for aldehyde, the carbonyl carbon is always numbered 1.
  • • The identity and location of substituents if any has to be determined and this information has to be added in front of the IUPAC name.
  • • If the carbonyl functional group is attached to a ring of carbon atoms, the ring is named and “-carbaldehyde” is added as suffix.
Explanation

Given name of aldehyde is 3-methylpropanal.  From this name, it is understood that a methyl group is substituted in the third carbon atom of propane that contains a carbonyl group at the first position.  The structure of the aldehyde can be drawn as shown below,

The longest continuous carbon chain has to be found out with the carbonyl group in it.  In this it is a four carbon chain.  Hence, the parent alkane is butane.  The aldehyde is named by replacing the suffix “-e” in the alkane name with “-al”...

(b)

Interpretation Introduction

Interpretation:

Correct IUPAC name for the given aldehyde has to be assigned.

Concept Introduction:

For naming an aldehyde in IUPAC nomenclature, the suffix “-al” is added to the parent alkane name.

IUPAC rules for naming an aldehyde:

  • • The longest parent carbon chain is identified that includes the carbonyl group.
  • • The parent chain name is changed by replacing the suffix “-e” with “-al”.
  • • Numbering is done in a way that the carbonyl group is designated as number 1.  This is not indicated in the part of the name because for aldehyde, the carbonyl carbon is always numbered 1.
  • • The identity and location of substituents if any has to be determined and this information has to be added in front of the IUPAC name.
  • • If the carbonyl functional group is attached to a ring of carbon atoms, the ring is named and “-carbaldehyde” is added as suffix.

(c)

Interpretation Introduction

Interpretation:

Correct IUPAC name for the given aldehyde has to be assigned.

Concept Introduction:

For naming an aldehyde in IUPAC nomenclature, the suffix “-al” is added to the parent alkane name.

IUPAC rules for naming an aldehyde:

  • • The longest parent carbon chain is identified that includes the carbonyl group.
  • • The parent chain name is changed by replacing the suffix “-e” with “-al”.
  • • Numbering is done in a way that the carbonyl group is designated as number 1.  This is not indicated in the part of the name because for aldehyde, the carbonyl carbon is always numbered 1.
  • • The identity and location of substituents if any has to be determined and this information has to be added in front of the IUPAC name.
  • • If the carbonyl functional group is attached to a ring of carbon atoms, the ring is named and “-carbaldehyde” is added as suffix.

(d)

Interpretation Introduction

Interpretation:

Correct IUPAC name for the given aldehyde has to be assigned.

Concept Introduction:

For naming an aldehyde in IUPAC nomenclature, the suffix “-al” is added to the parent alkane name.

IUPAC rules for naming an aldehyde:

  • • The longest parent carbon chain is identified that includes the carbonyl group.
  • • The parent chain name is changed by replacing the suffix “-e” with “-al”.
  • • Numbering is done in a way that the carbonyl group is designated as number 1.  This is not indicated in the part of the name because for aldehyde, the carbonyl carbon is always numbered 1.
  • • The identity and location of substituents if any has to be determined and this information has to be added in front of the IUPAC name.
  • • If the carbonyl functional group is attached to a ring of carbon atoms, the ring is named and “-carbaldehyde” is added as suffix.

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