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159239

Sigma-Aldrich

2-Bromoanisole

97%

Synonym(s):

1-Bromo-2-methoxybenzene

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About This Item

Linear Formula:
BrC6H4OCH3
CAS Number:
578-57-4
Molecular Weight:
187.03
Beilstein:
1859996
EC Number:
209-425-8
MDL number:
MFCD00000064
UNSPSC Code:
12352100
PubChem Substance ID:
24849800
NACRES:
NA.22

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.)

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H412

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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.
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
Marta Elsheimer-Matulova et al.
Veterinary research, 51(1), 67-67 (2020-05-15)
In attempt to identify genes that are induced in chickens by Salmonella Enteritidis we identified a new highly inducible gene, interleukin 4 induced 1 gene (IL4I1). IL4I1 reached its peak expression (458× induction) in the cecum of newly hatched chickens 4 days
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
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