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Key Documents

159239

Sigma-Aldrich

2-Bromoanisole

97%

Synonym(s):

1-Bromo-2-methoxybenzene

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About This Item

Linear Formula:
BrC6H4OCH3
CAS Number:
Molecular Weight:
187.03
Beilstein:
1859996
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

liquid

refractive index

n20/D 1.573 (lit.)

bp

223 °C (lit.)

mp

2 °C (lit.)

density

1.502 g/mL at 25 °C (lit.)

functional group

bromo

SMILES string

COc1ccccc1Br

InChI

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

InChI key

HTDQSWDEWGSAMN-UHFFFAOYSA-N

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General description

Diffusion coefficients of 2-bromoanisole at infinite dilution in supercritical carbon dioxide has been evaluated by Taylor-Aris chromatographic technique.

Application

2-Bromoanisole was used in the synthesis of unsymmetrically substituted biphenyl compounds. It was also used in the preparation of the family of exo-[n.m.n.m]metacyclophanes (n,m > or = 3).

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Aquatic Chronic 3 - Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

208.4 °F - closed cup

Flash Point(C)

98 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Patrick T Weiser et al.
Bioorganic & medicinal chemistry, 22(2), 917-926 (2013-12-24)
A series of unsymmetrically substituted biphenyl compounds was designed as alpha helical proteomimetics with the aim of inhibiting the binding of coactivator proteins to the nuclear hormone receptor coactivator binding domain. These compounds were synthesized in good overall yields in
Burns et al.
The Journal of organic chemistry, 65(17), 5185-5196 (2000-09-19)
A general strategy for the preparation of the family of exo-[n.m.n.m]metacyclophanes (n,m > or = 3) in 6-steps (starting from 2-bromoanisole) that utilizes a [2 + 2] approach to furnish the exo-metacyclophane ring in good to moderate yield is described.
Zhishan Xu et al.
Cancer letters, 447, 75-85 (2019-01-24)
Herein we present half-sandwich IrIII complexes [(η5-Cpxbiph)Ir(OˆC)Cl] containing OˆC(NHC)-chelating ligand as anticancer and antimetastasis agents. All the complexes displayed high potency in vitro against a wide range of cancer cells. In addition, Ir2 significantly curb tumor growth in a colon
Diffusion coefficients of 2-fluoroanisole, 2-bromoanisole, allylbenzene and 1, 3-divinylbenzene at infinite dilution in supercritical carbon dioxide
Suarez-Iglesias O, et al.
Fluid Phase Equilibria, 260(2), 279-286 (2007)
Nicholas C Pflug et al.
Environmental science & technology, 53(9), 4813-4822 (2019-03-27)
Anilines have been shown to be especially susceptible to single-electron oxidation by excited triplet-state photosensitizers (3sens*), and thus, are good potential candidates to probe the oxidative properties of triplet-state chromophoric dissolved organic matter (3CDOM*). However, steady-state experiments tend to underestimate

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