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Merck
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478075

Sigma-Aldrich

2-溴-3-羟基-4-甲氧基苯甲醛

97%

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About This Item

线性分子式:
BrC6H2(OH)(OCH3)CHO
CAS号:
2973-58-2
分子量:
231.04
MDL编号:
MFCD02380230
UNSPSC代码:
12352100
PubChem化学物质编号:
24871450
NACRES:
NA.22

质量水平

100

方案

97%

mp

202-207 °C (lit.)

官能团

aldehyde
bromo

SMILES字符串

COc1ccc(C=O)c(Br)c1O

InChI

1S/C8H7BrO3/c1-12-6-3-2-5(4-10)7(9)8(6)11/h2-4,11H,1H3

InChI key

QPDFBPIHEDAUKK-UHFFFAOYSA-N

相关类别

一般描述

2-Bromo-3-hydroxy-4-methoxybenzaldehyde, also known as 2-bromo-isovanillin, can be synthesized by the bromination of 3-hydroxy-4-methoxybenzaldehyde.

应用

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
It may also be used as a starting material in the total synthesis of the following natural products:
  • pareitropone
  • denbinobin
  • (±)-codeine

象形图

Exclamation mark
GHS07

警示用语：

Warning

危险声明

H315,H319,H335

危险分类

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

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
MKBW8456V
MKBJ9802V
MKBB6722V
MKBB6722
08014KE

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Total synthesis of pareitropone via radical anion coupling.
Hong SK, et al.
Organic Letters, 12(17), 3954-3956 (2010)
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)
Chemoselective Zinc/HCl Reduction of Halogenated β-Nitrostyrenes: Synthesis of Halogenated Dopamine Analogues.
Maresh JJ, et al.
Synlett, 25, 2891-2894 (2014)
Synthesis and preliminary biological evaluation of novel taspine derivatives as anticancer agents.
Zhang J, et al.
European Journal of Medicinal Chemistry, 45(7), 2798-2805 (2010)
A concise synthesis of denbinobin.
Wang YC, et al.
Tetrahedron Letters, 46(47), 8103-8104 (2005)
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