1125. Benzylamine

Nomenclature

CAS number: 100-46-9
Benzenemethanamine; aminotoluene; phenylmethylamine; moringine.
C7H9N; mol wt 107.15.
C 78.46%, H 8.47%, N 13.07%.

Description and references

Prepn from benzylchloride and ammonia: Mason, J. Chem. Soc. 63, 1311 (1893); by redn of benzonitrile: Carothers, Jones, J. Am. Chem. Soc. 47, 3051 (1925); from benzyl bromide + acetamide: Erikson, Ber. 59, 2665 (1926); from N-benzylphthalimide + hydrazine hydrate: Ing, Manske, J. Chem. Soc. 129, 2348 (1926). Identity with moringine: Chakravarti, Bull. Calcutta Sch. Trop. Med. 3, 162 (1955); C.A. 50, 16891e (1956).

Chemical structure

Properties

Liquid; strongly alkaline reaction. bp 185°; bp12 90°. d419 0.983. nD20 1.5401. Miscible with water, alcohol, ether.

Derivative

Hydrochloride.
C7H9N.HCl; mol wt 143.61.
C 58.54%, H 7.02%, N 9.75%, Cl 24.69%.

Properties

Crystals, mp 253°.

Derivative

Hydroiodide.
C7H9N.HI; mol wt 235.07.
C 35.77%, H 4.29%, N 5.96%, I 53.99%.

Properties

Leaflets, mp 162°.

Caution

Highly irritating to skin, mucous membranes.

Use

In organic synthesis.