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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

Determine the maximum number of hydrogen bonds that can form between a butanoic acid molecule and

  1. a. another butanoic acid molecule
  2. b. water molecules

(a)

Interpretation Introduction

Interpretation:

The maximum number of hydrogen bonds that can be formed between two butanoic acid molecule has to be determined.

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

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.  In carboxyl group, lone pair of electrons present on each of the oxygen atom.  They can involve in hydrogen bonding with other acid molecule...

(b)

Interpretation Introduction

Interpretation:

The maximum number of hydrogen bonds that can be formed between a butanoic acid molecule and water molecules has to be determined.

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.

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