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Merck

143685

Sigma-Aldrich

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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About This Item

线性分子式:
HOC6H3(OCH3)CHO
CAS号:
分子量:
152.15
Beilstein:
1073021
EC號碼:
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

品質等級

化驗

99%

bp

179 °C/15 mmHg (lit.)

mp

113-115 °C (lit.)

SMILES 字串

[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 密鑰

JVTZFYYHCGSXJV-UHFFFAOYSA-N

一般說明

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

應用

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。

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

>212.0 °F

閃點(°C)

> 100 °C

個人防護裝備

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
Michael D Markey et al.
Organic letters, 9(17), 3255-3257 (2007-07-31)
The first total synthesis of santiagonamine (1) is achieved in 12 steps from isovanillin. A palladium-catalyzed Ullmann cross-coupling reaction and a photocyclization are the key steps in the synthesis.

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