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Organic Chemistry and Analysis

Amines as bases, and preparing aliphatic amines

  • 2 things to know
  • Components 02 and 03

Overview

Recall questions on why the nitrogen lone pair makes an amine basic, the salt formed with an acid, and preparing a primary amine from a haloalkane with excess ammonia.

What you need to know

Answer each one before you reveal it.

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Process

Why can the nitrogen of an amine act as a base, and what bond forms when it accepts a proton?

Process

What reagents prepare a primary amine from a haloalkane, what becomes of the hydrogen halide, and why is excess ammonia used?

Questions from this subtopic

Each one with the model answer underneath.

  1. 1

    Why does the nitrogen atom in an amine allow it to act as a base?

    Model answer

    The nitrogen atom possesses a lone pair of electrons, which enables it to accept a proton.

  2. 2

    What happens to the lone pair on nitrogen when an amine reacts with an acid?

    Model answer

    The lone pair accepts a proton (H⁺) from the acid.

  3. 3

    What type of bond is formed when an amine accepts a proton?

    Model answer

    A dative covalent bond is formed between the nitrogen and the proton.

  4. 4

    What type of product is formed when an amine reacts with a dilute inorganic acid such as hydrochloric acid?

    Model answer

    An ammonium salt is formed.

  5. 5

    What is the general name for the salt produced when a primary amine reacts with dilute hydrochloric acid?

    Model answer

    An alkylammonium chloride salt.

  6. 6

    Write the general equation for the reaction of a primary amine with hydrochloric acid.

    Model answer

    RNH₂ + HCl → RNH₃⁺Cl⁻

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AThe first step is Cl• + O₃ → ClO• + O₂.
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In ClO⁻, chlorine has oxidation number +1.
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