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
Beilstein:
1237590
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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.
Signal Word
Warning
Hazard Statements
Precautionary 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
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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
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
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)
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
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
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