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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:
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Product Name

4-Bromoanisole, ≥99.0%

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

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.)

Quality Level

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Application

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

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.

pictograms

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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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Palladium bis (phosphinite)'PCP'-pincer complexes and their application as catalysts in the Suzuki reaction.
Bedford RB, et al.
New. J. Chem., 24(10), 745-747 (2000)
Dennis U Nielsen et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 19(52), 17926-17938 (2013-11-23)
Reaction conditions for the three-component synthesis of aryl 1,3-diketones are reported applying the palladium-catalyzed carbonylative α-arylation of ketones with aryl bromides. The optimal conditions were found by using a catalytic system derived from [Pd(dba)2] (dba=dibenzylideneacetone) as the palladium source and
Amy E Bryant et al.
PloS one, 12(2), e0172486-e0172486 (2017-03-01)
Acute muscle injuries are exceedingly common and non-steroidal anti-inflammatory drugs (NSAIDs) are widely consumed to reduce the associated inflammation, swelling and pain that peak 1-2 days post-injury. While prophylactic use or early administration of NSAIDs has been shown to delay
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
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

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