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B56501

Sigma-Aldrich

4-Bromoanisole

≥99.0%

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Synonym(s):
1-Bromo-4-methoxybenzene
Linear Formula:
BrC6H4OCH3
CAS Number:
Molecular Weight:
187.03
Beilstein:
1237590
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥99.0%

form

liquid

refractive index

n20/D 1.564 (lit.)

bp

223 °C (lit.)

mp

9-10 °C (lit.)

density

1.494 g/mL at 25 °C (lit.)

SMILES string

COc1ccc(Br)cc1

InChI

1S/C7H7BrO/c1-9-7-4-2-6(8)3-5-7/h2-5H,1H3

InChI key

QJPJQTDYNZXKQF-UHFFFAOYSA-N

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General description

4-Bromoanisole is a useful brominating reagent. It is formed as reaction product in the reaction between HOBr and anisole. Suzuki coupling of 4-bromoanisole with phenylboronic acid catalyzed by palladium pincer complexes has been studied. Heck Reaction of 4-bromoanisole with ethyl acrylates in room-temperature ionic liquids is reported to afford ethyl 4-methoxycinnamate.

Application

4-Bromoanisole was used in the synthesis of aryl 1,3-diketones.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Skin Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

201.2 °F

Flash Point(C)

94 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

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When bromide-containing waters are chlorinated, conventional wisdom typically assumes HOBr is the only active brominating agent. Several additional and often-overlooked brominating agents (including BrCl, Br2, BrOCl, Br2O) can form in chlorinated waters, albeit at generally lower concentrations than HOBr. The

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