13270

Sigma-Aldrich

Benzyl chloride

puriss., ≥99.5% (GC)

Synonym(s):
α-Chlorotoluene
Linear Formula:
C6H5CH2Cl
CAS Number:
Molecular Weight:
126.58
Beilstein/REAXYS Number:
471308
EC Number:
MDL number:
PubChem Substance ID:

vapor density

4.36 (vs air)

vapor pressure

10.3 mmHg ( 60 °C)
7 mmHg ( 55 °C)

grade

puriss.

assay

≥99.5% (GC)

autoignition temp.

1085 °F

expl. lim.

14 %

refractive index

n20/D 1.538 (lit.)
n20/D 1.539

bp

177-181 °C (lit.)

mp

−43 °C (lit.)

solubility

H2O: insoluble
alcohol: miscible
chloroform: miscible
diethyl ether: miscible

density

1.1 g/mL at 25 °C (lit.)

SMILES string

ClCc1ccccc1

InChI

1S/C7H7Cl/c8-6-7-4-2-1-3-5-7/h1-5H,6H2

InChI key

KCXMKQUNVWSEMD-UHFFFAOYSA-N

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General description

Benzyl chloride helps in isolation of genomic DNA with least mechanical shearing from plants, fungi and bacteria.

Application

Benzyl chloride was used in development of new decontaminant microemulsions for selective oxidation of mustard gas analogs.It was used as an alkylating agent during the benzylation of benzene and other aromatic compounds.

Certificate of Analysis

Certificate of Origin

Isolation of genomic DNAs from plants, fungi and bacteria using benzyl chloride.
H Zhu et al.
Nucleic acids research, 21(22), 5279-5280 (1993-11-11)
New microemulsions for oxidative decontamination of mustard gas analogues and polymer-thickened half-mustard.
Gonzaga F, et al.
New. J. Chem., 25(1), 151-155 (2011)
Benzylation of benzene and other aromatics by benzyl chloride over mesoporous AlSBA-15 catalysts.
Vinu A, et al.
Microporous and Mesoporous Materials : The Official Journal of the International Zeolite Association, 80(1), 195-203 (2005)
Alireza Ariafard et al.
Journal of the American Chemical Society, 128(39), 13010-13016 (2006-09-28)
The reaction mechanism of the Pd-catalyzed benzyl/allyl coupling of benzyl chloride with allyltributylstannan, resulting in the dearomatization of the benzyl group, was studied using density functional theory calculations at the B3LYP level. The calculations indicate that the intermediate (eta(3)-benzyl)(eta(1)-allyl)Pd(PH(3)) is...
An Wang et al.
Journal of the American Chemical Society, 132(28), 9534-9536 (2010-06-26)
Aiming to deeply understand the electrocatalytic mechanism of silver on reduction of benzyl chloride, we carried out an in situ electrochemical surface-enhanced Raman spectroscopic study to characterize various surface species in different electrode potential regions. A further analysis with DFT...

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