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文件

143685

Sigma-Aldrich

3-羟基-4-甲氧基苯甲醛

99%

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别名:
3-羟基大茴香醛, 异香兰醛
线性分子式:
HOC6H3(OCH3)CHO
CAS号:
621-59-0
分子量:
152.15
Beilstein:
1073021
EC 号:
210-694-9
MDL编号:
MFCD00003369
PubChem化学物质编号:
24848602
NACRES:
NA.22

检测方案

99%

bp

179 °C/15 mmHg (lit.)

mp

113-115 °C (lit.)

SMILES string

[H]C(=O)c1ccc(OC)c(O)c1

InChI

1S/C8H8O3/c1-11-8-3-2-6(5-9)4-7(8)10/h2-5,10H,1H3

InChI key

JVTZFYYHCGSXJV-UHFFFAOYSA-N

相关类别

一般描述

3-羟基-4-甲氧基苯甲醛与呋喃-2-羧酸酰肼和噻吩-2-羧酸酰肼缩合生成席夫碱 。它与 1-氮杂双环 [2.2.2] 辛-3-酮发生缩合反应生成 ( Z )-2-（3-羟基-4-甲氧基亚苄基）-1-氮杂双环 [2.2.2] 辛-3-酮 。

应用

在抗癌药物 ( Z )-combretastatin a-4 和 glyitein 合成 的两步立体选择性合成中，使用 3-羟基-4-甲氧基苯甲醛作为起始试剂。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

212.0 °F

闪点(°C)

> 100 °C

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves

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Caroline Lang'at-Thoruwa et al.
Journal of natural products, 66(1), 149-151 (2003-01-25)
4-Methoxyresorcinol (3) was synthesized as the precursor for glycitein (6) synthesis by the oxidation of 3-hydroxy-4-methoxybenzaldehyde (1) to the aryl formate with H2O2 and a catalytic amount of SeO2. Glycitein (6) was synthesized by cyclization of 2,4,4'-trihydroxy-5-methoxydeoxybenzoin (5) with N,N-dimethylformamide
K Gaukroger et al.
The Journal of organic chemistry, 66(24), 8135-8138 (2001-11-28)
A high-yielding, two-step stereoselective synthesis of the anticancer drug (Z)-combretastatin A-4 (1) has been devised. The method uses the Perkin condensation of 3,4,5-trimethoxyphenylacetic acid and 3-hydroxy-4-methoxybenzaldehyde followed by decarboxylation of the cinnamic acid intermediate using copper and quinoline. The iodine-catalyzed
Vijayakumar N Sonar et al.
Acta crystallographica. Section C, Crystal structure communications, 59(Pt 11), o647-o649 (2003-11-08)
Crystals of the title compound, C(15)H(17)NO(3), were obtained from a condensation reaction of 3-hydroxy-4-methoxybenzaldehyde with 1-azabicyclo[2.2.2]octan-3-one and subsequent crystallization of the product from methanol. The title compound, containing a double bond that connects the azabicyclic ring system to the 3-hydroxy-4-methoxybenzylidene
Riyadh M Ahmed et al.
TheScientificWorldJournal, 2013, 754868-754868 (2013-09-13)
New monomeric cobalt and cadmium complexes with Schiff-bases, namely, N'-[(E)-(3-hydroxy-4-methoxyphenyl)methylidene]furan-2-carbohydrazide (L¹) and N'-[(E)-(3-hydroxy-4-methoxyphenyl)methylidene]thiophene-2-carbohydrazide (L²) are reported. Schiff-base ligands L¹ and L² were derived from condensation of 3-hydroxy-4-methoxybenzaldehyde (iso-vanillin) with furan-2-carboxylic acid hydrazide and thiophene-2-carboxylic acid hydrazide, respectively. Complexes of the
S E Clarke et al.
Drug metabolism and disposition: the biological fate of chemicals, 23(2), 251-254 (1995-02-01)
Famciclovir is the diacetyl 6-deoxy derivative of the active antiviral penciclovir that is for use in the treatment of infections caused by the herpes family of viruses. The major pathway of conversion is via di-deacetylation to BRL 42359, followed by
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