B56501

Sigma-Aldrich

4-Bromoanisole

≥99.0%

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

Quality Level

assay

≥99.0%

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.

Packaging

50, 100, 500 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 2

Flash Point(F)

201.2 °F

Flash Point(C)

94 °C

Amy E Bryant et al.
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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)
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The methylotrophic yeast Pichia pastoris is widely used to produce recombinant proteins, taking advantage of this species' high-density cell growth and strong ability to secrete proteins. Circular plasmids containing the P. pastoris-specific autonomously replicating sequence (PARS1) permit transformation of P....
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Environmental exposures occurring early in life may have an important influence on cancer risk later in life. Here, we investigated carryover effects of dichloroacetic acid (DCA), a small molecule analog of pyruvate with metabolic programming properties, on age-related incidence of...
Articles
The Heck reaction is the palladium catalyzed cross-coupling reaction between alkenes and aryl or vinyl halides (or triflates) to afford substituted alkenes.
Read More

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