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Merck

B56501

4-Bromoanisole

≥99.0%

Sinónimos:

1-Bromo-4-methoxybenzene

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Fórmula lineal:
BrC6H4OCH3
Número CAS:
Peso molecular:
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

Clase de almacenamiento

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)


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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
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

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