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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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
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)
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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