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Merck
CN

292516

5-Bromo-2,4-dimethoxybenzaldehyde

99%

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About This Item

Linear Formula:
BrC6H2(OCH3)2CHO
CAS Number:
Molecular Weight:
245.07
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
99%
Form:
solid
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InChI

1S/C9H9BrO3/c1-12-8-4-9(13-2)7(10)3-6(8)5-11/h3-5H,1-2H3

SMILES string

COc1cc(OC)c(C=O)cc1Br

InChI key

PXDIELLGFUEAIX-UHFFFAOYSA-N

assay

99%

form

solid

mp

140-141 °C (lit.)

General description

5-Bromo-2,4-dimethoxybenzaldehyde undergoes coupling with benzo[b]thiophene-2-boronic acid in the presence of tetrakis(triphenylphosphine)palladium(0) to give 5-(benzo[b]thien-2-yl)-2,4-dimethoxybenzaldehyde.

Application

5-Bromo-2,4-dimethoxybenzaldehyde has been used in the preparation of 1,2-dihydro-4,6-dimethoxy-3-methylbenzocyclobuten-1-ol.

pictograms

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Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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An Efficient Synthesis of 5, 7-Dihydroxy-4-methylisobenzofuran-1 (3H)-one, a Metabolite of Aspergillus Flavus and a Key Intermediate in the Synthesis of Mycophenolic Acid.
Kobayashi K, et al.
Bulletin of the Chemical Society of Japan, 63(8), 2435-2437 (1990)
Charles Q Meng et al.
Bioorganic & medicinal chemistry letters, 14(6), 1513-1517 (2004-03-10)
Novel chalcone derivatives have been discovered as potent inhibitors of TNF-alpha-induced VCAM-1 expression. Thienyl or benzothienyl substitution at the meta-position of ring B helps boost potency while large substitution at the para-position on ring B is detrimental. Various substitutions are

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