Reactions of amines Flashcards

1
Q

What are the two ways to produce an aliphatic amine?

A

From nitriles

From halogenoalkanes

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2
Q

What type of reaction involves a halogenoalkane?

A

Nucleophilic substitution

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3
Q

What are the conditions when you react a halogenoalkane to produce an amine?

A

Warmed with excess ethanolic ammonia

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4
Q

What do you react a halogenoalkane with to produce an amine?

A

Ammonia

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5
Q

What is produced when you react a halogenoalkane with ammonia?

A

Mixture of primary, secondary, tertiary amines and quaternary ammonium salts as more than one hydrogen is likely to be substituted

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6
Q

What is the lab method of producing amines from nitriles?

A

Reduce nitrile to an amine using a strong reducing agent eg. LiAlH4, followed by a dilute acid

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7
Q

Why is LiAlH4 used in a lab?

A

It is too expensive for industrial use

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8
Q

What is catalytic hydrogenation?

A

Using a metal catalyse such as platinum or nickel at a high temperate and pressure

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9
Q

What is formed when an acyl chloride reacts with ammonia?

A

Primary amide

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10
Q

What is formed when acyl chloride reacts with a primary amine?

A

N-substituted amide

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11
Q

What mechanism is used when acyl chloride reacts with both a primary amine and ammonia?

A

Nucleophillic addition-elimination

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12
Q

What is formed when acid anhydrides react with primary amines or ammonia?

A

Carboxylic acid

Amide

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13
Q

What is produced when acid anydrides react with primary amines?

A

N-substituted amide

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14
Q

What is produced when acid anhydrides react with ammonia?

A

Primary amide

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15
Q

In general, how are aromatic amines produced?

A

By reducing a nitro compound such as nitrobenzene

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16
Q

What reagents and conditions are needed when a nitro compound is reduced to produce an aromatic amine?

A

Tin, conc. HCl
Heated under reflux
Then add NaOH