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238104

Sigma-Aldrich

(1-Bromoethyl)benzene

97%

Synonym(s):

α-Methylbenzyl bromide

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About This Item

Linear Formula:
C6H5CH(CH3)Br
CAS Number:
585-71-7
Molecular Weight:
185.06
EC Number:
209-560-2
MDL number:
MFCD00000139
UNSPSC Code:
12352100
PubChem Substance ID:
24854291
NACRES:
NA.22

assay

97%

form

liquid

refractive index

n20/D 1.56 (lit.)

bp

94 °C/16 mmHg (lit.)

density

1.356 g/mL at 25 °C (lit.)

SMILES string

CC(Br)c1ccccc1

InChI

1S/C8H9Br/c1-7(9)8-5-3-2-4-6-8/h2-7H,1H3

InChI key

CRRUGYDDEMGVDY-UHFFFAOYSA-N

Application

(1-Bromoethyl)benzene has been employed:
  • in controlled radical polymerization of styrene
  • in asymmetric esterification of benzoic acid in the presence of a chiral cyclic guanidine
  • as initiator in the synthesis of bromine terminated polyp-methoxystyrene and polystyrene via atom transfer radical polymerization

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

179.6 °F - closed cup

flash_point_c

82 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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Simple preparation of chiral 1, 3-dimethyl-2-iminoimidazolidines (monocyclic guanidines) and applications to asymmetric alkylative esterification.
Isobe T, et al.
Tetrahedron Asymmetry, 9(10), 1729-1735 (1998)
Synthesis of block copolymers by combination of atom transfer radical and promoted cationic polymerization mechanisms.
Baskan Duz A and Yagci Y.
Eur. Polymer J., 35(11), 2031-2038 (1999)
Design of effective systems for controlled radical polymerization of styrene: Application of 4, 49-dimethyl and 5, 59-dimethyl 2, 29-bipyridine copper (II) complexes.
Schubert US, et al.
Macromolecular Rapid Communications, 20, 351-355 (1999)
Hongzhang Han et al.
Macromolecular rapid communications, 40(10), e1900073-e1900073 (2019-04-04)
A hypervalent (HV) iodine(III)-containing crosslinker, (diacryloyloxyiodo)benzene, is synthesized and its crystal structure is reported. Highly branched polymers with hypervalent iodine(III) groups as the building blocks present at the branching points are synthesized by copolymerization of tert-butyl acrylate and the diacrylate
Elisa Guazzelli et al.
Polymers, 12(6) (2020-06-04)
Diblock copolymers composed of a polystyrene first block and a PEG-fluoroalkyl chain-modified polystyrene second block were synthesized by controlled atom transfer radical polymerization (ATRP), starting from the same polystyrene macroinitiator. The wettability of the polymer film surfaces was investigated by
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