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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:
Molecular Weight:
185.06
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level

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[1]
  • in asymmetric esterification of benzoic acid in the presence of a chiral cyclic guanidine[2]
  • as initiator in the synthesis of bromine terminated polyp-methoxystyrene and polystyrene via atom transfer radical polymerization[3]

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

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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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)
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)
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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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  3. What is the storage conditions of this product?

    1 answer
    1. The product is a neat liquid and is stored at room temperature.

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  4. What is the physical form and storage temperature for this product?

    1 answer
    1. As mentioned in the PROPERTIES section, this product is a neat liquid. This product is stored in room temperature. Please see the sample Certificate of Analysis for more appearance information: https://www.sigmaaldrich.com/certificates/sapfs/PROD/sap/certificate_pdfs/COFA/Q14/238104-BULKMKCS5215.pdf

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