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B65780

Sigma-Aldrich

(2-Bromoethyl)benzene

98%

Synonym(s):

2-Phenylethyl bromide

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About This Item

Linear Formula:
C6H5CH2CH2Br
CAS Number:
103-63-9
Molecular Weight:
185.06
Beilstein:
507487
EC Number:
203-130-8
MDL number:
MFCD00000240
UNSPSC Code:
12352100
PubChem Substance ID:
24891921
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.556 (lit.)

bp

220-221 °C (lit.)

density

1.355 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

BrCCc1ccccc1

InChI

1S/C8H9Br/c9-7-6-8-4-2-1-3-5-8/h1-5H,6-7H2

InChI key

WMPPDTMATNBGJN-UHFFFAOYSA-N

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Application

(2-Bromoethyl)benzene can be used as a reactant to synthesize:
  • Lactone derivatives by Sn-catalyzed double carbonylation reaction
  • α-iminocarboxamides by via one-pot, three-component coupling reaction of aryl isocyanide and aryl isocyanate in the presence of SmI2.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

204.8 °F - closed cup

Flash Point(C)

96 °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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Hisashi Masui et al.
Organic letters, 14(16), 4090-4093 (2012-08-07)
A one-pot, three-component coupling was accomplished via the nucleophilic addition of an alkylsamarium(III) species to isocyanides and the subsequent addition of the resultant imidoyl samarium(III) species to isocyanates under mild conditions for the formation of α-iminocarboxamides. The developed sequential C-C
Jiang Yan et al.
Science advances, 6(45) (2020-11-08)
Phenol is an important commodity chemical in the industry, which is currently produced using fossil feedstocks. Here, we report a strategy to produce phenol from lignin by directly deconstructing Csp2-Csp3 and C-O bonds under mild conditions. It was found that
Son T Nguyen et al.
Bioorganic & medicinal chemistry, 23(9), 2024-2034 (2015-03-31)
Recently we described a novel pyranopyridine inhibitor (MBX2319) of RND-type efflux pumps of the Enterobacteriaceae. MBX2319 (3,3-dimethyl-5-cyano-8-morpholino-6-(phenethylthio)-3,4-dihydro-1H-pyrano[3,4-c]pyridine) is structurally distinct from other known Gram-negative efflux pump inhibitors (EPIs), such as 1-(1-naphthylmethyl)-piperazine (NMP), phenylalanylarginine-β-naphthylamide (PAβN), D13-9001, and the pyridopyrimidine derivatives. Here

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