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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

The compound dimethyl ketone is a functional group isomer of

  1. a. ethanal
  2. b. propanal
  3. c. butanal
  4. d. no correct response

Interpretation Introduction

Interpretation:

Among the given compounds, dimethyl ketone is functional group isomer of which compound has to be chosen.

Concept Introduction:

Isomers are the compounds that have same molecular formula but different structural formula.  The main difference lies in the way the atoms are arranged in the structure.  Isomers have different chemical and physical properties even when they have same molecular formula.  This is known as Isomerism.

If there is difference only in the connectivity of the atoms in the molecule, then it is known as constitutional isomerism.  The isomers are known as constitutional isomers.  They will have same molecular formula and same functional group, but they differ in the connectivity between the atoms in the molecule.

Aldehydes and ketones have constitutional isomers.  Functional group isomerism exists between aldehyde and ketones.  Aldehydes and ketones that have same degree of saturation and same number of carbon atoms are functional group isomers.  In aldehyde, skeletal isomerism is possible where the group attached to the carbonyl carbon atom connectivity is changed.  In ketones positional isomerism is possible where the carbonyl group is moved within the carbon chain.

Explanation

Reason for correct option:

The ketone given in the problem statement is dimethyl ketone.  The structure of dimethyl ketone can be drawn as shown below,

The molecular formula of dimethyl ketone is C3H6O.  Functional group isomer of ketone is aldehyde only.  There will not be any change in molecular formula for the functional group isomers.  Therefore, aldehyde that contains three carbon atoms is propanal.  The structure of propanal can be given as shown below,

The molecular formula of propanal is C3H6O.  Therefore, option (b) is a correct one.

Reason for incorrect option:

Option (a) tells that dimethyl ketone is a functional group isomer of ethanal

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