Benzylamine

Title: Benzylamine
CAS Registry Number: 100-46-9
CAS Name: Benzenemethanamine
Additional Names: aminotoluene; phenylmethylamine; moringine
Molecular Formula: C7H9N
Molecular Weight: 107.15
Percent Composition: C 78.46%, H 8.47%, N 13.07%
Literature 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).
Properties: Liquid; strongly alkaline reaction. bp 185°; bp12 90°. d419 0.983. nD20 1.5401. Miscible with water, alcohol, ether.
Boiling point: bp 185°; bp12 90°
Index of refraction: nD20 1.5401
Density: d419 0.983
Derivative Type: Hydrochloride
Molecular Formula: C7H9N.HCl
Molecular Weight: 143.61
Percent Composition: C 58.54%, H 7.02%, N 9.75%, Cl 24.69%
Properties: Crystals, mp 253°.
Melting point: mp 253°
Derivative Type: Hydroiodide
Molecular Formula: C7H9N.HI
Molecular Weight: 235.07
Percent Composition: C 35.77%, H 4.29%, N 5.96%, I 53.99%
Properties: Leaflets, mp 162°.
Melting point: mp 162°
CAUTION: Highly irritating to skin, mucous membranes.
Use: In organic synthesis.
Benzylaniline Benzylhydrochlorothiazide Benzylideneacetone Benzylideneaniline Benzylimidobis(p-methoxyphenyl)methane

Benzylamine
Skeletal formula of benzylamine
Benzylamine-3D-spacefill.png
Identifiers
CAS number 100-46-9 YesY
PubChem 7504
ChemSpider 7223 YesY
UNII A1O31ROR09 YesY
DrugBank DB02464
KEGG C15562 YesY
ChEBI CHEBI:40538 YesY
ChEMBL CHEMBL522 YesY
RTECS number DP1488500
Jmol-3D images Image 1
Properties
Molecular formula C7H9N
Molar mass 107.15 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])
Solubility in water 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
Refractive index (nD) 1.543
Structure
Dipole moment 1.38 D
Hazards
MSDS Fischer Scientific
R-phrases R21/22 R34[1]
S-phrases S26 S36/37/39 S45[1]
Main hazards Flammable
NFPA 704
NFPA 704.svg
2
3
0
Flash point 65 °C (149 °F)[2][1]
Related compounds
Related amines aniline
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Benzylamine is the chemical compound with the formula C6H5CH2NH2. It consists of a benzyl group, C6H5CH2, attached to an amine functional group. This colorless liquid is a common precursor in organic synthesis.