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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.)

functional group

bromo
phenyl

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

179.6 °F - closed cup

Flash Point(C)

82 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000358944
MKCV8916
MKCV8915
0000358944
MKCV8746

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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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