569313

Sigma-Aldrich

1-Bromo-3,5-dimethoxybenzene

97%

Linear Formula:
BrC6H3(OCH3)2
CAS Number:
Molecular Weight:
217.06
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

97%

mp

62-66 °C (lit.)

SMILES string

COc1cc(Br)cc(OC)c1

InChI

1S/C8H9BrO2/c1-10-7-3-6(9)4-8(5-7)11-2/h3-5H,1-2H3

InChI key

KRWRFIMBWRVMKE-UHFFFAOYSA-N

Related Categories

General description

1-Bromo-3,5-dimethoxybenzene can be synthesized by using 1,3-dimethoxybenzene via iridium-catalyzed arene borylation.

Application

1-Bromo-3,5-dimethoxybenzene may be used to synthesize the following:
  • bis-di-(3,5-dimethoxyphenyl)methylcyclopentadienyltitanium(IV)dichloride,{η5 - C5H4-CH-C6H4-(OCH3)22)2TiCl2 which can be used as an anti-cancer drug and is obtained via a multistep reaction process
  • 5-bromo-benzene-1,3-diol via demethylation with boron tribromide(BBr3)
  • 1-bromo-3,5-dimethoxy-2-nitrobenzene via nitration reaction

Packaging

5, 25 g in glass bottle

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
"Novel CYP17 inhibitors: Synthesis, biological evaluation, structure?activity relationships and modelling of methoxy-and hydroxy-substituted methyleneimidazolyl biphenyls"
Hille.U, et al.
European Journal of Medicinal Chemistry, 44(7), 2765-2775 (2009)
"Diarylmethyl substituted titanocenes: promising anti-cancer drugs"
Pampillon C, et al.
Polyhedron, 25(10), 2101-2108 (2006)
"Photoswitching azo compounds in vivo with red light"
Samanta S, et al.
Journal of the American Chemical Society, 135(26), 9777- 9784 (2013)
Takashi Iijima et al.
Bioscience, biotechnology, and biochemistry, 73(11), 2547-2548 (2009-11-10)
An efficient synthesis of tri-O-methylated resveratrol is presented using an advanced Heck reaction promoted by Pd(dba)(2) in the presence of P(t-Bu)(3).
Ryan T Pekarek et al.
Journal of the American Chemical Society, 140(41), 13223-13232 (2018-10-04)
The design and fabrication of stable and efficient photoelectrochemical devices requires the use of multifunctional structures with complex heterojunctions composed of semiconducting, protecting, and catalytic layers. Understanding charge transport across such devices is challenging due to the interplay of bulk...

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service

Social Media

LinkedIn icon
Twitter icon
Facebook Icon
Instagram Icon

MilliporeSigma

Research. Development. Production.

We are a leading supplier to the global Life Science industry with solutions and services for research, biotechnology development and production, and pharmaceutical drug therapy development and production.

© 2021 Merck KGaA, Darmstadt, Germany and/or its affiliates. All Rights Reserved.

Reproduction of any materials from the site is strictly forbidden without permission.