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185493

Sigma-Aldrich

N-Benzylaniline

≥99%

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Synonym(s):
N-Phenylbenzylamine
Linear Formula:
C6H5CH2NHC6H5
CAS Number:
103-32-2
Molecular Weight:
183.25
EC Number:
203-100-4
MDL number:
MFCD00003018
UNSPSC Code:
12352100
PubChem Substance ID:
24851144
NACRES:
NA.22

Quality Level

100

Assay

≥99%

form

solid

bp

306-307 °C (lit.)

mp

35-38 °C (lit.)

solubility

alcohol: soluble
chloroform: soluble
diethyl ether: soluble
water: insoluble

density

1.061 g/mL at 25 °C (lit.)

SMILES string

C(Nc1ccccc1)c2ccccc2

InChI

1S/C13H13N/c1-3-7-12(8-4-1)11-14-13-9-5-2-6-10-13/h1-10,14H,11H2

InChI key

GTWJETSWSUWSEJ-UHFFFAOYSA-N

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General description

The electropolymerisation of N-benzylaniline at transparent Indium Tin Oxide glass electrodes has been investigated by UV-visible spectroelectrochemistry. N-Benzylaniline on electrochemical oxidation in aqueous sulfuric acid solution produces an adherent conducting polymer film at the platinum electrode.

Application

N-Benzylaniline was used in the separation of tervalent gallium, indium and thallium by solvent extraction method.

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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A UV-visible spectroelectrochemical study of the electropolymerisation of N-benzylaniline.
Malinauskas A and Holze R.
Journal of Solid State Electrochemistry, 3(7-8), 429-436 (1999)
M M Khosla et al.
Talanta, 21(6), 411-415 (1974-06-01)
A simple and rapid method is proposed for the separation of tervalent gallium, indium and thallium by solvent extraction with N-benzylaniline in chloroform from different concentrations of hydrochloric acid. Thallium and gallium are extracted from 1M and 7.0-7.5M hydrochloric acid
Masaharu Uno et al.
Organic & biomolecular chemistry, 6(6), 979-981 (2008-03-11)
N-Benzylanilines were designed and synthesized as vascular endothelial growth factor (VEGF)-2 inhibitors using de novo drug design systems based on the X-ray structure of VEGFR-2 kinase domain. Among compounds synthesized, compound showed the most potent inhibitory activity toward VEGFR-2 (KDR)
Identification of a new metabolite after incubation of N-benzylaniline with rabbit liver microsomes.
H M Ali et al.
Journal of chromatography, 202(2), 287-293 (1980-12-19)
Yung-Hung Chang et al.
Dalton transactions (Cambridge, England : 2003), (5)(5), 861-867 (2009-01-22)
Both saturated and unsaturated N-benzyl substituted heterocyclic carbene (NHC) iridum(i) complexes were synthesized. The unsaturated carbene complex [(un-NHC-Bn)Ir(CO)(2)Cl] in the cis form was prepared via the carbene transfer from the corresponding silver complex to [Ir(COD)(2)Cl](2) followed by ligand substitution with
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