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Merck
CN

B56501

4-Bromoanisole

≥99.0%

Synonym(s):

1-Bromo-4-methoxybenzene

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About This Item

Linear Formula:
BrC6H4OCH3
CAS Number:
Molecular Weight:
187.03
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-252-1
Beilstein/REAXYS Number:
1237590
MDL number:
Assay:
≥99.0%
Form:
liquid
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InChI key

QJPJQTDYNZXKQF-UHFFFAOYSA-N

InChI

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

SMILES string

COc1ccc(Br)cc1

assay

≥99.0%

form

liquid

Quality Level

bp

223 °C (lit.)

mp

9-10 °C (lit.)

density

1.494 g/mL at 25 °C (lit.)

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

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Skin Irrit. 2

Storage Class

10 - Combustible liquids

wgk

WGK 2

flash_point_f

201.2 °F

flash_point_c

94 °C

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

Regulatory Information

危险化学品
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John D Sivey et al.
Environmental science & technology, 49(8), 4937-4945 (2015-03-25)
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
Liping Sun et al.
Journal of separation science, 41(19), 3716-3723 (2018-08-15)
After being coupled, florisil was modified with four kinds of aliphatic or aromatic groups and were applied to the determination of rutin in orange peel sample by a pipette-tip solid-phase extraction method. The materials were characterized by scanning electron microscopy
Besma Harzallah et al.
Environmental science and pollution research international, 24(16), 14376-14386 (2017-04-23)
Phenol hydroxylases (PHs) play a primary role in the bacterial degradation of phenol and alkylphenols. They are divided into two main classes, single-component and multi-component PHs, having distinctive catalytic subunits designated as PheA1 and LmPH, respectively. The diversity of these
Valdecir Farias Ximenes et al.
Journal of inorganic biochemistry, 146, 61-68 (2015-03-17)
Hypobromous acid (HOBr) is an inorganic acid produced by the oxidation of the bromide anion (Br(-)). The blood plasma level of Br(-) is more than 1,000-fold lower than that of chloride anion (Cl(-)). Consequently, the endogenous production of HOBr is
Grace E Solini et al.
Developmental biology, 460(2), 99-107 (2020-01-04)
As an essential feature of development, robustness ensures that embryos attain a consistent phenotype despite genetic and environmental variation. The growing number of examples demonstrating that embryos can mount a compensatory response to germline mutations in key developmental genes has

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