Benzylamine

Benzylamine 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.

Benzylamine
Names
Preferred IUPAC name
Phenylmethanamine
Other names
α-Aminotoluene
Benzyl amine
Phenylmethylamine
Identifiers
3D model (JSmol)
741984
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.002.595
EC Number
  • 202-854-1
49783
KEGG
PubChem CID
RTECS number
  • DP1488500
UNII
UN number 2735
  • InChI=1S/C7H9N/c8-6-7-4-2-1-3-5-7/h1-5H,6,8H2 Y
    Key: WGQKYBSKWIADBV-UHFFFAOYSA-N Y
  • InChI=1/C7H9N/c8-6-7-4-2-1-3-5-7/h1-5H,6,8H2
    Key: WGQKYBSKWIADBV-UHFFFAOYAL
SMILES
  • c1ccc(cc1)CN
Properties
C7H9N
Molar mass 107.156 g·mol−1
Appearance Colorless liquid
Odor weak, ammonia-like
Density 0.981 g/mL
Melting point 10 °C (50 °F; 283 K)
Boiling point 185 °C (365 °F; 458 K)
Miscible
Solubility miscible in ethanol, diethyl ether
very soluble in acetone
soluble in benzene, chloroform
Acidity (pKa) 9.34
Basicity (pKb) 4.66
Magnetic susceptibility (χ)
-75.26·10−6 cm3/mol
Refractive index (nD)
1.543
Structure
1.38 D
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Flammable and corrosive
GHS labelling:
Danger
H302, H312, H314
P260, P264, P270, P280, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P322, P330, P363, P405, P501
NFPA 704 (fire diamond)
3
2
0
Flash point 65 °C (149 °F; 338 K)
Safety data sheet (SDS) Fischer Scientific
Related compounds
Related amines
aniline
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references
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