Benzylamine -

Benzylamine is an organic chemical compound with the condensed structural formula C₆H₅CH₂NH₂. It consists of a benzyl group, C6H5CH2, attached to an amine functional group, NH₂. Benzylamine is a colorless to light yellow liquid with a strong odor of ammonia. This colorless, water-soluble liquid is a common precursor in organic chemistry.and is used in the industrial production of many pharmaceuticals . Salt hydrochloride is used to treat motion sickness on the Mercury-Atlas 6 mission in which NASA astronaut John Glenn became the first American to orbit Earth.

Suggested title	benzylamine
Synonyms	Phenylmethanamine α-aminotoluene
Classes	Amen Primary amines Aromatic amines
Molar mass	107 g/mol
Gross formula	C₇H₉N

Contents

Receipt
Hydrogenation of nitro compounds*
Obtaining amines from alcohols
Displacement of amines from their salts by stronger bases
Hydrogenation of nitriles *
Recovery of nitriles*
Chemical properties
Preparation of ammonium compounds with halogen derivatives
N-alkylation of amines, obtaining secondary and tertiary amines
The main properties of amines, obtaining ammonium compounds
Reaction of amines with alcohols, obtaining secondary and tertiary amines
N-acylation of amines, obtaining N-substituted amides*
Reaction of primary amines with nitrous acid*
Combustion

Receipt

Hydrogenation of nitro compounds*

α-nitrotoluene + 3 hydrogen → (t°, nickel) → benzylamine + 2 water

More details: 2,3,4,5,6-pentahydroxycaproic aldehyde (2,3,4,5,6-pentahydroxycaproic aldehyde, class: Arenes (aromatic compounds)).

Obtaining amines from alcohols

benzyl alcohol + ammonia → (t°, cat) → benzylamine + water

The reaction can continue until secondary and tertiary amines are obtained, in practice a mixture of products is obtained.

Displacement of amines from their salts by stronger bases

Benzyl ammonium chloride + sodium hydroxide → benzylamine + sodium chloride + water

Hydrogenation of nitriles *

Cyanobenzene + 2 hydrogen → (t°, p, nickel) → benzylamine

Complete hydrogenation is shown, the reaction could stop at the imine stage. More details: 2,3,4,5,6-pentahydroxycaproic aldehyde (2,3,4,5,6-pentahydroxycaproic aldehyde, class: Nitriles).

Recovery of nitriles*

Cyanobenzene + 4 hydrogen from reagent → benzylamine

More details: 2,3,4,5,6-pentahydroxycaproic aldehyde (2,3,4,5,6-pentahydroxycaproic aldehyde, class: Nitriles).

Chemical properties

Preparation of ammonium compounds with halogen derivatives

benzylamine + chloroethane → benzylethylammonium chloride

N-alkylation of amines, obtaining secondary and tertiary amines

benzylamine + chloroethane + sodium hydroxide → ethylbenzylamine + sodium chloride + water

The reaction is carried out in two stages. The intermediate product is a salt, which can be treated with alkali to isolate the amine. Above is the summary equation of the two reactions.

The main properties of amines, obtaining ammonium compounds

benzylamine + hydrochloric acid → benzyl ammonium chloride

Reaction of amines with alcohols, obtaining secondary and tertiary amines

benzylamine + ethanol → (t°, cat) → ethylbenzylamine + water

The reaction can continue until secondary and tertiary amines are obtained, in practice a mixture of products is obtained.

N-acylation of amines, obtaining N-substituted amides*

benzylamine + acetyl chloride → N-benzylacetamide + hydrochloric acid

Reaction of primary amines with nitrous acid*

benzylamine + sodium nitrite + hydrochloric acid → benzyl alcohol + nitrogen↑ + sodium chloride + water

This is a qualitative reaction to primary amines, sign: gas evolution N₂. The reaction proceeds in two stages: sodium nitrite with hydrochloric acid give nitrous acid, which reacts with the amine. To get a simplified record of the reaction, press the ≡ button.