Benzylamine

Structural formula
General
Surname	Benzylamine
other names	N -Benzylamine Monobenzylamine Phenylmethanamine ( IUPAC )
Molecular formula	C 7 H 9 N
Brief description	colorless, air-smoking liquid with an ammonia-like odor
External identifiers / databases
CAS number 100-46-9 EC number 202-854-1 ECHA InfoCard 100.002.595 PubChem 7504 ChemSpider 7223 DrugBank DB02464 Wikidata Q424000
properties
Molar mass	107.15 g mol −1
Physical state	liquid
density	0.983 g cm −3
Melting point	10 ° C
boiling point	185 ° C
Vapor pressure	0.6 hPa (20 ° C) 1.3 hPa (30 ° C) 5.2 hPa (50 ° C)
pK s value	pK b = 4.65
solubility	Miscible in all proportions with ethanol and diethyl ether, 3.1 g · l −1 in water, it dissolves with a strongly alkaline reaction
Refractive index	1.5401
safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary danger H and P phrases H: 302-312-314 P: 280-305 + 351 + 338-310
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Benzylamine is a chemical compound that consists of a benzyl group and an amino group attached to it . It is the simplest aromatic amine with the amino group in the side chain.

properties

Benzylamine is a colorless, hardly flammable, air-smoking liquid with an ammonia-like odor, which is completely miscible with water. It decomposes above 300 ° C, with toluene , benzonitrile , stilbene , bibenzyl , ammonia , nitrogen oxides , carbon monoxide and carbon dioxide being formed.

Safety-related parameters

Benzylamine forms flammable vapor-air mixtures. The compound has a flash point of 65 ° C. The explosion range is between 0.7% by volume as the lower explosion limit (LEL) and 8.2% by volume as the upper explosion limit (UEL). The ignition temperature is 390 ° C. The substance therefore falls into temperature class T2.

presentation

There are various syntheses for benzylamine:

• Reaction of benzyl chloride with ammonia
• Reaction of N -benzylphthalimide with hydrazine according to the principle of the Gabriel synthesis
• from benzyl bromide and acetamide and subsequent cleavage of the amide bond
• Reduction (hydrogenation) of benzamide or benzonitrile with lithium aluminum hydride

use

It is a frequently used starting compound in synthetic organic chemistry.

Individual evidence

1. ↑ ^{a b c d e f g h i j k l m} Entry on benzylamine in the GESTIS substance database of the IFA , accessed on August 20, 2018(JavaScript required) .
2. ↑ ^{a b} Brockhaus ABC Chemie, VEB FA Brockhaus Verlag Leipzig 1965, p. 172.
3. ↑ ^{a b} CRC Handbook of Tables for Organic Compound Identification , Third Edition, 1984, ISBN 0-8493-0303-6 .
4. ↑ Entry on Benzylamines in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
5. ↑ ^{a b} E. Brandes, W. Möller: Safety-related parameters. Volume 1: Flammable Liquids and Gases. Wirtschaftsverlag NW - Verlag für neue Wissenschaft, Bremerhaven 2003.
6. ↑ ^{a b c d} The Merck Index . An Encyclopaedia of Chemicals, Drugs and Biologicals , 14th Edition, 2006, ISBN 978-0-911910-00-1 , p. 186.