Benzylamine

Benzylamine
Skeletal formula of benzylamine
Space-filling model of the benzylamine molecule
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 Edit this at Wikidata
EC Number
  • 202-854-1
49783
KEGG
RTECS number
  • DP1488500
UNII
UN number 2735
  • InChI=1S/C7H9N/c8-6-7-4-2-1-3-5-7/h1-5H,6,8H2 checkY
    Key: WGQKYBSKWIADBV-UHFFFAOYSA-N checkY
  • InChI=1/C7H9N/c8-6-7-4-2-1-3-5-7/h1-5H,6,8H2
    Key: WGQKYBSKWIADBV-UHFFFAOYAL
  • c1ccc(cc1)CN
Properties
C7H9N
Molar mass 107.156 g·mol−1
Appearance Colorless liquid
Odor weak, ammonia-like
Density 0.981 g/mL[1]
Melting point 10 °C (50 °F; 283 K)[2]
Boiling point 185 °C (365 °F; 458 K)[2]
Miscible[2]
Solubility miscible in ethanol, diethyl ether
very soluble in acetone
soluble in benzene, chloroform
Acidity (pKa) 9.34[3]
Basicity (pKb) 4.66
-75.26·10−6 cm3/mol
1.543
Structure
1.38 D
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 Flammable and corrosive
GHS labelling:
GHS05: CorrosiveGHS07: Exclamation mark
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)
NFPA 704 four-colored diamondHealth 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
3
2
0
Flash point 65 °C (149 °F; 338 K)[2][1]
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 checkY☒N ?)

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.

  1. ^ a b "Benzylamine". Sigma-Aldrich. Retrieved 28 December 2015.
  2. ^ a b c d Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
  3. ^ Hall, H. K. (1957). "Correlation of the Base Strengths of Amines". J. Am. Chem. Soc. 79 (20): 5441–5444. doi:10.1021/ja01577a030.