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Merck
CN

494178

1-Bromo-2-ethynylbenzene

95%

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About This Item

Linear Formula:
HC≡CC6H4Br
CAS Number:
Molecular Weight:
181.03
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
95%
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InChI

1S/C8H5Br/c1-2-7-5-3-4-6-8(7)9/h1,3-6H

SMILES string

Brc1ccccc1C#C

InChI key

RVDOYUFNRDGYGU-UHFFFAOYSA-N

assay

95%

refractive index

n20/D 1.595 (lit.)

bp

92-93 °C/20 mmHg (lit.)

density

1.443 g/mL at 25 °C (lit.)

functional group

bromo

Quality Level

General description

1-Bromo-2-ethynylbenzene (BEB) is a haloalkyne. It undergoes Sonogashira coupling with methyl 2-iodobenzoate to form bromo tolane derivative.

Application

1-Bromo-2-ethynylbenzene may be used in the synthesis of 1-(2-bromophenyl)-2-(dibenzo[b,d]thiophen-4-yl)ethanone.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

145.4 °F - closed cup

flash_point_c

63 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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Regioselective functionalisation of dibenzothiophenes through gold-catalysed intermolecular alkyne oxyarylation.
Barrett MJ, et al.
Organic & Biomolecular Chemistry, 13(32), 8676-8686 (2015)
Z-Shaped Pentaleno-Acene Dimers with High Stability and Small Band Gap.
Dai G, et al.
Angewandte Chemie (Weinheim an der Bergstrasse, Germany), 128(8), 2743-2746 (2016)

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