412015
3-Bromo-4-methoxybenzaldehyde
98%
Synonym(s):
3-Bromo-p-anisaldehyde
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About This Item
Linear Formula:
BrC6H3(OCH3)CHO
CAS Number:
Molecular Weight:
215.04
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
252-241-8
MDL number:
Assay:
98%
InChI key
QMPNFQLVIGPNEI-UHFFFAOYSA-N
InChI
1S/C8H7BrO2/c1-11-8-3-2-6(5-10)4-7(8)9/h2-5H,1H3
SMILES string
COc1ccc(C=O)cc1Br
assay
98%
mp
51-54 °C (lit.)
General description
3-Bromo-4-methoxybenzaldehyde is formed by the solvent-free bromination of 4-methoxybenzaldehyde using 1,3-di-n-butylimidazolium tribromide, as a brominating reagent.
Application
3-Bromo-4-methoxybenzaldehyde may be used in the following studies:
- Asymmetric synthesis of a novel β-hydroxy-α-amino acid derivative, via Mukaiyama aldol reaction.
- Synthesis of 2-(3-bromo-4-methoxyphenyl)-5-fluorobenzothiazole.
- Preparation of 5-[(Z)-2-(3-bromo-4-methoxyphenyl)vinyl]-1,2-3-trimethoxybenzene.
- Total synthesis of engelhardione.
- Starting reagent for the synthesis of (2E)-3-(3-bromo-4-methoxyphenyl)-1-(4-methylphenyl)prop-2-en-1-one.
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Li Shen et al.
Tetrahedron letters, 52(35), 4570-4574 (2011-09-20)
The total synthesis of the macrocyclic natural product engelhardione is reported. This effort led to the structural revision of the published structure of engelhardione to that of pterocarine. The revision reflects the change of the substitution pattern of one phenyl
22287813
10th Internatl. Conf. on Organic Synthesis, Bangalore, India, December 1994 null
(2E)-3-(3-Bromo-4-methoxyphenyl)-1-(4-methylphenyl)prop-2-en-1-one.
Dutkiewicz g, et al.
Acta Crystallographica Section E, Structure Reports Online, 67(4), 1024-1024 (2011)
Aromatic bromination of aldehydes and ketones using 1, 3-di-n-butylimidazolium tribromide [BBIm] Br3 ionic liquids under solvent-free conditions.
Borikar SP and Daniel T.
Journal of the Iranian Chemical Society, 8(2), 531-536 (2011)
Yali Kong et al.
Chemistry & biology, 12(9), 1007-1014 (2005-09-27)
Targeting the microtubule system represents an attractive strategy for the development of anticancer agents. In this study, we report a class of combretastatin A-4 (CA-4) analogs derivatized with a boronic acid moiety replacing the hydroxyl group on the C-ring of
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