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B65780

(2-Bromoethyl)benzene

Name: (2-Bromoethyl)benzene
Brand: ALDRICH

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

Quality Level

200

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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Organic Building Blocks

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

GHS07

Signal Word

Warning

Hazard Statements

H302,H319

Precautionary Statements

P264 - P270 - P280 - P301 + P312 - P305 + P351 + P338 - P337 + P313

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

WGK

WGK 3

Flash Point(F)

204.8 °F

Flash Point(C)

96 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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One-pot, three-component coupling approach to the synthesis of α-iminocarboxamides.

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

Selective valorization of lignin to phenol by direct transformation of Csp2-Csp3 and C-O bonds.

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

Structure-activity relationships of a novel pyranopyridine series of Gram-negative bacterial efflux pump inhibitors.

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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