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634530

Sigma-Aldrich

5-Bromo-1,2,3-trimethoxybenzene

97%

Synonym(s):

1-Bromo-3,4,5-trimethoxybenzene

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About This Item

Empirical Formula (Hill Notation):
C9H11BrO3
CAS Number:
2675-79-8
Molecular Weight:
247.09
EC Number:
220-223-9
MDL number:
MFCD00017169
UNSPSC Code:
12352100
PubChem Substance ID:
24882630
NACRES:
NA.22

Assay

97%

form

solid

mp

78-82 °C (lit.)

functional group

bromo

SMILES string

COc1cc(Br)cc(OC)c1OC

InChI

1S/C9H11BrO3/c1-11-7-4-6(10)5-8(12-2)9(7)13-3/h4-5H,1-3H3

InChI key

XAOOZMATJDXDQJ-UHFFFAOYSA-N

Application

5-Bromo-1,2,3-trimethoxybenzene can be used to synthesize the following:
  • analogs of HA14-1, which shows promising anticancer properties
  • N,N′-diarylated indolo[3,2-b]carbazole derivatives, which can find applications in electrophotography
  • symmetric 3,3′,4,4′,5,5′-hexamethoxydiphenylacetylene via Stille-type coupling with bis-(tributylstannyl)acetylene

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317

Hazard Classifications

Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKBW8315V
MKBH1497V
MKBB2796
01907KJ
12115HE

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3,4,5-Trimethoxybenzyl chloride ≥98.0% (AT)

Sigma-Aldrich

92176

3,4,5-Trimethoxybenzyl chloride

2-bromo-1,3,5-trimethoxybenzene AldrichCPR

PH011157

2-bromo-1,3,5-trimethoxybenzene

"The synthesis of new, selected analogues of the pro-apoptotic and anticancer molecule HA 14-1"
Gree D, et al.
Tetrahedron Letters, 49(20), 3276- 3278 (2008)
?Double-Concave? Graphene: Permethoxylated Hexa-peri-hexabenzocoronene and Its Cocrystals with Hexafluorobenzene and Fullerene"
Wang Z, et al.
Angewandte Chemie (Weinheim an der Bergstrasse, Germany), 117(08), 1273-1276 (2005)
"Indolo [3, 2-b] carbazole derivatives as hole transporting materials for electrophotography"
Velasco D, et al.
Synt. Metals, 159(07), 654-658 (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

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