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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

Carboxylic acid molecules readily hydrogen-bond to

  1. a. each other but not to water
  2. b. water but not to each other
  3. c. water and also to each other
  4. d. no correct response

Interpretation Introduction

Interpretation:

The molecules of carboxylic acid readily form hydrogen-bond with what has to be chosen from the given options.

Concept Introduction:

Hydrogen-bond is a weak force of attraction.  If a hydrogen atom is bonded to a more electronegative atom, then there is possibility of hydrogen-bond formation.  Carboxylic acids form two hydrogen bonds with another carboxylic acid molecule to form a dimer.

Carboxylic acid forms hydrogen-bond to water molecule readily.  This results in solubility in water.  Unsubstituted monocarboxylic acids that contain one to four carbon atoms are miscible with water.  As the carbon number increases, the solubility decreases.  Dicarboxylic acid that have short-chain are water soluble.  Aromatic carboxylic acids are insoluble in water.

Explanation

Reason for correct option:

Carboxylic acids have a more polar carboxyl group.  Therefore, hydrogen bond can be formed between the two carboxylic acid molecules resulting in formation of dimer.  Due to this more polar carboxyl group, carboxylic acid can also form hydrogen-bond with water.  Therefore, carboxylic acid forms hydrogen-bond readily with water and also to each other.

Therefore, the correct option is option (c).

Reason for incorrect option:

Option (a) tells that the carboxylic acid forms hydrogen-bond with each other only and not with water...

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