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Merck
CN

143685

3-羟基-4-甲氧基苯甲醛

99%

别名:

3-羟基大茴香醛, 异香兰醛

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线性分子式:
HOC6H3(OCH3)CHO
化学文摘社编号:
分子量:
152.15
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
210-694-9
Beilstein/REAXYS Number:
1073021
MDL number:
Assay:
99%
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InChI key

JVTZFYYHCGSXJV-UHFFFAOYSA-N

InChI

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

SMILES string

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

assay

99%

bp

179 °C/15 mmHg (lit.)

mp

113-115 °C (lit.)

functional group

aldehyde

Quality Level

General description

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

Application

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。

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

>212.0 °F

flash_point_c

> 100 °C

ppe

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

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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
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
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
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
Georgios I Panoutsopoulos
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 17(1-2), 47-56 (2006-03-18)
3,4-Dimethoxy-2-phenylethylamine is catalyzed to its aldehyde derivative by monoamine oxidase B, but the subsequent oxidation into the corresponding acid has not yet been studied. Oxidation of aromatic aldehydes is catalyzed mainly by aldehyde dehydrogenase and aldehyde oxidase. The present study

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