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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

Which of the following statements characterizes amine salt solubilities in water?

  1. a. more soluble than parent amine
  2. b. less soluble than the parent amine
  3. c. insoluble in water
  4. d. no correct response

Interpretation Introduction

Interpretation:

The statement that characterizes solubilities of amine salt in water has to be chosen from the given options.

Concept Introduction:

Neutralization reaction is the one that takes place between an acid and a base to give salt as product.  As amines are bases due to the amino group in it, the reaction with inorganic acid or carboxylic acid gives salt as product.  The salt formed is an amine salt.  Proton is donated from the acid to the nitrogen atom which acts as a proton acceptor.  In simple words, it can be said that in an amine‑acid reaction, the acid loses a hydrogen ion and amine gains a hydrogen ion.

Amine salt contains ions in it.  The positive ion is a mono-, di, or trisubstituted ammonium ion.  The negative ion is the one that comes from the acid.  As they are ionic compounds, it is very much soluble in water.

Explanation

Reason for correct option:

Amine salt is formed by the reaction of amine with an acid.  As the parent amine has a polar group in it, it can form hydrogen bonding with water and hence it is soluble in water.  Considering the amine salt, it is an ionic compound.  As it is known that ionic compounds are extremely soluble in water, amine salt is more soluble than its parent amine.

Hence, option (a) is a correct one...

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