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B17905

Sigma-Aldrich

Benzyl bromide

reagent grade, 98%

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Synonym(s):
α-Bromotoluene
Linear Formula:
C6H5CH2Br
CAS Number:
Molecular Weight:
171.03
Beilstein:
385801
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

grade

reagent grade

Quality Level

vapor density

5.8 (vs air)

Assay

98%

form

liquid

impurities

≤0.5% p-bromotoluene

refractive index

n20/D 1.575 (lit.)

bp

198-199 °C (lit.)

mp

−3-−1 °C (lit.)

density

1.438 g/mL at 25 °C (lit.)

SMILES string

BrCc1ccccc1

InChI

1S/C7H7Br/c8-6-7-4-2-1-3-5-7/h1-5H,6H2

InChI key

AGEZXYOZHKGVCM-UHFFFAOYSA-N

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1 of 4

This Item
139726529990112186
Benzyl bromide reagent grade, 98%

Sigma-Aldrich

B17905

Benzyl bromide

Benzoyl bromide 97%

Sigma-Aldrich

139726

Benzoyl bromide

4-Bromobenzyl bromide 98%

Sigma-Aldrich

112186

4-Bromobenzyl bromide

form

liquid

form

-

form

-

form

solid

refractive index

n20/D 1.575 (lit.)

refractive index

n20/D 1.589 (lit.)

refractive index

-

refractive index

-

bp

198-199 °C (lit.)

bp

218-219 °C (lit.)

bp

100-112 °C/0.5 mmHg (lit.)

bp

-

mp

−3-−1 °C (lit.)

mp

-

mp

57-61 °C (lit.)

mp

62-64 °C (lit.)

density

1.438 g/mL at 25 °C (lit.)

density

1.57 g/mL at 25 °C (lit.)

density

-

density

-

General description

Benzyl bromide is an aromatic halide that is mainly used as a protecting agent for protecting hydroxy group of alcohols via O-benzylation reaction.

Application

Benzyl bromide has been used as an initiator in the synthesis of poly(styrene-b-methylmethacrylate) copolymers by atom transfer radical polymerization. It can undergo Menschutkin reaction with 1, 2-dimethylimidazole to form 3-benzyl-1, 2-dimethylimidazolium bromide.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 2

Flash Point(F)

186.8 °F - closed cup

Flash Point(C)

86 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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A multicomponent one-pot reaction of 2-alkynylbenzaldehydes, amines, zinc, and allylic bromide or benzyl bromide using the combination of Mg(ClO4)2/Cu(OTf)2 as catalyst in THF/DCE (1:20) is described, which provides an efficient and practical route for the synthesis of functionalized 1,2-dihydroisoquinolines.

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