185558

Sigma-Aldrich

Benzyl chloride

ReagentPlus®, 99%, contains ≤1% propylene oxide as stabilizer

Synonym(s):
α-Chlorotoluene
Linear Formula:
C6H5CH2Cl
CAS Number:
Molecular Weight:
126.58
Beilstein/REAXYS Number:
471308
MDL number:
eCl@ss:
39050202
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

vapor density

4.36 (vs air)

vapor pressure

10.3 mmHg ( 60 °C)
7 mmHg ( 55 °C)

product line

ReagentPlus®

assay

99%

autoignition temp.

1085 °F

contains

≤1% propylene oxide as stabilizer

expl. lim.

14 %

refractive index

n20/D 1.538 (lit.)

bp

177-181 °C (lit.)

mp

−43 °C (lit.)

solubility

0.46 g/L at 30 °C (Decomposes in contact with water)

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

Looking for similar products? Visit Product Comparison Guide

General description

Benzyl chloride (BzCl) is an organochlorine compound, which is widely used in organic synthesis for the preparation of useful chemical building blocks.

Application

Benzyl chloride can be used as:
  • A benzylating agent for the benzylation of benzene and other aromatic compounds.
  • A reactant for the preparation of 4-methoxydiphenylmethane by Friedel-Crafts alkylation with anisole.

It can also be used to introduce the benzyl protecting group to alcohols and carboxylic acids by forming corresponding benzyl ether, and benzyl ester, respectively.

Packaging

50, 250 g in glass bottle
1, 2, 4 kg in glass bottle

Legal Information

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Signal Word

Danger

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

T+

Risk Statement

45-46-22-26-37/38-41-43-48/22

Safety Statement

53-26-28-36/37/39-45

RIDADR

UN 1738 8(6.1) / PGII

WGK Germany

WGK 3

Flash Point(F)

152.6 °F

Flash Point(C)

67 °C

Design and performance of supported Lewis acid catalysts derived from metal contaminated biomass for Friedel-Crafts alkylation and acylation
Losfeld G, et al.
Catalysis Today, 189(1), 111-116 (2012)
Heterogeneous phase alkylation of phenols making use of phase transfer catalysis and microwave irradiation
Keglevich G, et al.
Letters in Organic Chemistry, 6(7), 535-539 (2009)
Benzylation of toluene by benzyl chloride over protonic zeolites.
Coq B, et al.
Applied Catalysis A: General, 100(1), 69-75 (1993)
Benzylation of benzene by benzyl chloride over iron mesoporous molecular sieves materials
Bachari K, et al.
J. Catal., 221(1), 55-61 (2004)
Benzylation of benzene and other aromatics by benzyl chloride over mesoporous AlSBA-15 catalysts.
Vinu A.,e et al.
Microporous and Mesoporous Materials : The Official Journal of the International Zeolite Association, 80(1-3), 195-203 (2005)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service

Social Media

LinkedIn icon
Twitter icon
Facebook Icon
Instagram Icon

MilliporeSigma

Research. Development. Production.

We are a leading supplier to the global Life Science industry with solutions and services for research, biotechnology development and production, and pharmaceutical drug therapy development and production.

© 2021 Merck KGaA, Darmstadt, Germany and/or its affiliates. All Rights Reserved.

Reproduction of any materials from the site is strictly forbidden without permission.