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185701

Sigma-Aldrich

Benzylamine

ReagentPlus®, 99%

Synonym(s):

α-Aminotoluene

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About This Item

Linear Formula:
C6H5CH2NH2
CAS Number:
100-46-9
Molecular Weight:
107.15
Beilstein:
741984
EC Number:
202-854-1
MDL number:
MFCD00008106
UNSPSC Code:
12352100
PubChem Substance ID:
24851174
NACRES:
NA.22

product line

ReagentPlus®

Assay

99%

form

liquid

refractive index

n20/D 1.543 (lit.)

bp

184-185 °C (lit.)

mp

10 °C (lit.)

solubility

alcohol: miscible
diethyl ether: miscible
water: miscible

density

0.981 g/mL at 25 °C (lit.)

SMILES string

NCc1ccccc1

InChI

1S/C7H9N/c8-6-7-4-2-1-3-5-7/h1-5H,6,8H2

InChI key

WGQKYBSKWIADBV-UHFFFAOYSA-N

Gene Information

human ... AOC3(8639)
mouse ... Aoc3(11754)

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General description

Benzylamine (BnNH2) is an aromatic amine widely used for the production of organic fine chemicals and many pharmaceutical compounds. It can be prepared by the hydrogenation of benzonitrile and reductive amination of benzaldehyde using a metal catalyst.
Benzylamine undergoes oxidative deamination reaction catalyzed by benzylamine oxidase and monoamine oxidase type B.

Application

  • Benzylamine was used in modification of alkanethiol monolayers via amide and ester formation reactions for attachment onto metal electrodes.
  • It was used as carrier electrolyte for separation of alkali, alkaline earth and ammonium cations in water samples by capillary electrophoresis with indirect UV detection.
  • It was used in synthesis of cross-linked porous copolymer supports based on N-(p-vinylbenzoyl)-2-methylalanine, styrene and divinylbenzene.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302 + H312,H314

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

149.0 °F - closed cup

Flash Point(C)

65 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Aida Mohammadi et al.
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Hydrogenation of benzonitrile to benzylamine catalyzed by ruthenium hydride complexes with P- NH- NH- P tetradentate ligands: evidence for a hydridic- protonic outer sphere mechanism
Li Tianshu, et al.
Organometallics, 26(24), 5940-5949 (2007)
Benzylamine
Heuer, Lutz
Ullmann's Encyclopedia of Industrial Chemistry (2000)
Preparation and characterization of azlactone functionalized polymer supports and their application as scavengers.
Guyomard A, et al.
Eur. Polymer J., 40(10), 2343-2348 (2004)
A benzylamine oxidase distinct from monoamine oxidase B--widespread distribution in man and rat.
R Lewinsohn et al.
Biochemical pharmacology, 27(14), 1857-1863 (1978-01-01)
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