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benzylamine
Sign in to saveAlso known as N-benzylamine, omega-aminotoluene, alpha-aminotoluene, monobenzylamine, (phenylmethyl)amine, (aminomethyl)benzene, moringine, 2bza
Benzylamine, also known as phenylmethylamine, is an organic chemical compound with the condensed structural formula C6H5CH2NH2 (sometimes abbreviated as PhCH2NH2 or BnNH2). It consists of a benzyl group, C6H5CH2, attached to an amine functional group, NH2. This colorless water-soluble liquid is a common precursor in organic chemistry and used in the industrial production of many pharmaceuticals. The hydrochloride salt was used to treat motion sickness on the Mercury-Atlas 6 mission in which NASA astronaut John Glenn became the first American to orbit the Earth.
Chemical data
- Formula
- C7H9N
- Molecular weight
- 107.15 g/mol
- IUPAC name
- phenylmethanamine
- SMILES
- C1=CC=C(C=C1)CN
- InChIKey
- WGQKYBSKWIADBV-UHFFFAOYSA-N
- XLogP
- 1.1
- Polar surface area
- 26 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 107.073
Show 7 more facts
- chemical formula
- C₇H₉N
- melting point
- -43
- Commons category
- Benzylamine
- pKa
- 9.34
- canonical SMILES
- C1=CC=C(C=C1)CN
- ionization energy
- 8.64
- boiling point
- 185
via Wikidata · CC0
~5 min read
Article
8 sectionsContents
- Manufacturing
- Biochemistry
- Uses
- Pharmacology and derivatives
- Salts
- Other benzylamines
- Safety and environment
- References
Benzylamine, also known as phenylmethylamine, is an organic chemical compound with the condensed structural formula C6H5CH2NH2 (sometimes abbreviated as PhCH2NH2 or BnNH2). It consists of a benzyl group, C6H5CH2, attached to an amine functional group, NH2. This colorless water-soluble liquid is a common precursor in organic chemistry and used in the industrial production of many pharmaceuticals. The hydrochloride salt was used to treat motion sickness on the Mercury-Atlas 6 mission in which NASA astronaut John Glenn became the first American to orbit the Earth.
==Manufacturing== Benzylamine can be produced by several methods, the main industrial route being the reaction of benzyl chloride and ammonia. It is also produced by the reduction of benzonitrile and reductive amination of benzaldehyde, both done over Raney nickel. class=skin-invert-image|400px