Skip to Content
Merck
All Photos(1)

Documents

569313

Sigma-Aldrich

1-Bromo-3,5-dimethoxybenzene

97%

Synonym(s):

3,5-Dimethoxy-1-bromobenzene, 3,5-Dimethoxybromobenzene, 3,5-Dimethoxyphenyl bromide, 5-Bromo-1,3-dimethoxybenzene

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
BrC6H3(OCH3)2
CAS Number:
20469-65-2
Molecular Weight:
217.06
MDL number:
MFCD06200685
UNSPSC Code:
12352100
PubChem Substance ID:
24880494
NACRES:
NA.22

Assay

97%

form

solid

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)methylcyclopentadienyl]titanium(IV)dichloride,{η5 - C5H4-CH-[C6H4-(OCH3)2]2)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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

"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)
"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)
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
Yang Zhang et al.
ACS applied materials & interfaces, 11(31), 27529-27535 (2019-07-11)
Characterizing over-expressed enzymes or biomarkers in living cells is critical for the molecular understanding of disease pathology and consequently for designing precision medicines. Herein, a "switch-on" probe is designed to selectively detect γ-glutamyl transpeptidase (GGT) in living cells via a
View All Related Papers

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