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B17905

Sigma-Aldrich

Benzyl bromide

reagent grade, 98%

Sinónimos:

α-Bromotoluene

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About This Item

Fórmula lineal:
C6H5CH2Br
Número de CAS:
100-39-0
Peso molecular:
171.03
Beilstein/REAXYS Number:
385801
EC Number:
202-847-3
MDL number:
MFCD00000172
UNSPSC Code:
12352100
PubChem Substance ID:
24891612
NACRES:
NA.22

grade

reagent grade

Quality Level

200

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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Categorías relacionadas

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
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

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

wgk_germany

WGK 2

flash_point_f

186.8 °F - closed cup

flash_point_c

86 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Certificados de análisis (COA)

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Vanderlisa Rita Meleti et al.
Acta tropica, 202, 105248-105248 (2019-11-05)
This paper reports the synthesis of (±)-licarin A 1, a dihydrobenzofuran neolignan, resultant of an oxidative coupling reaction of isoeugenol and horseradish peroxidase (HRP) enzyme. Following, three semi-synthetic derivatives from this compound were obtained: benzylated (±)-licarin A 2, methylated (±)-licarin
A novel acid-catalyzed O-benzylating reagent with the smallest unit of imidate structure.
Yamada K
Organic Letters, 14(19), 5026-5029 (2012)
Giuseppe Belletti et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 26(4), 839-844 (2019-10-31)
Viedma ripening is a deracemization process that has been used to deracemize a range of chiral molecules. The method has two major requirements: the compound needs to crystallize as a conglomerate and it needs to be racemizable under the crystallization
Lingfei Han et al.
Theranostics, 9(22), 6532-6549 (2019-10-08)
Precision medicine has increased the demand for stage-specific cancer chemotherapy. Drugs with different properties are needed for different stages of tumor development, which is, inducing rapid destruction in the early stage and facilitating deep penetration in the advanced stage. Herein
Wenqiang Tan et al.
International journal of biological macromolecules, 101, 845-851 (2017-04-05)
1,2,3-Triazolium-functionalized starch derivative was obtained by straightforward quaternization of the synthesized starch derivative bearing 1,2,3-triazole with benzyl bromide by combining the robust attributes of cuprous-catalyzed azide-alkyne cycloaddition. These novel starch derivatives were characterized by FTIR, UV-vis
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