478075
2-Bromo-3-hydroxy-4-methoxybenzaldehyde
97%
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About This Item
Linear Formula:
BrC6H2(OH)(OCH3)CHO
CAS Number:
Molecular Weight:
231.04
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Product Name
2-Bromo-3-hydroxy-4-methoxybenzaldehyde, 97%
InChI
1S/C8H7BrO3/c1-12-6-3-2-5(4-10)7(9)8(6)11/h2-4,11H,1H3
SMILES string
COc1ccc(C=O)c(Br)c1O
InChI key
QPDFBPIHEDAUKK-UHFFFAOYSA-N
assay
97%
mp
202-207 °C (lit.)
functional group
aldehyde
bromo
Quality Level
Related Categories
Application
2-Bromo-3-hydroxy-4-methoxybenzaldehyde (2-Bromo-isovanillin) may be used in the preparation of:
- 2-hydroxy-3-methoxybenzaldehyde semicarbazone (HMBS)
- 2-cyclopentyl-7-methoxy-1-benzofuran-4-carbaldehyde
- 3-(benzyloxy)-2-bromo-4-methoxybenzaldehyde
- pareitropone
- denbinobin
- (±)-codeine
General description
2-Bromo-3-hydroxy-4-methoxybenzaldehyde, also known as 2-bromo-isovanillin, can be synthesized by the bromination of 3-hydroxy-4-methoxybenzaldehyde.
signalword
Warning
hcodes
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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Concise syntheses of (-)-galanthamine and (?)-codeine via intramolecular alkylation of a phenol derivative.
Magnus P, et al.
Journal of the American Chemical Society, 131(44), 16045-16047 (2009)
A concise synthesis of denbinobin.
Wang YC, et al.
Tetrahedron Letters, 46(47), 8103-8104 (2005)
Chemoselective Zinc/HCl Reduction of Halogenated β-Nitrostyrenes: Synthesis of Halogenated Dopamine Analogues.
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Synlett, 25, 2891-2894 (2014)
Total synthesis of pareitropone via radical anion coupling.
Hong SK, et al.
Organic Letters, 12(17), 3954-3956 (2010)
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