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Merck

143685

3-Hydroxy-4-methoxybenzaldehyde

99%

Synonym(s):

3-Hydroxyanisaldehyde, Isovanillin

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About This Item

Linear Formula:
HOC6H3(OCH3)CHO
CAS Number:
Molecular Weight:
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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Quality Segment

assay

99%

bp

179 °C/15 mmHg (lit.)

mp

113-115 °C (lit.)

functional group

aldehyde

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

General description

3-Hydroxy-4-methoxybenzaldehyde on condensation with furan-2-carboxylic acid hydrazide and thiophene-2-carboxylic acid hydrazide yields Schiff-bases. It undergoes condensation reaction with1-azabicyclo[2.2.2]octan-3-one to give (Z)-2-(3-hydroxy-4-methoxybenzylidene)-1-azabicyclo[2.2.2]octan-3-one.

Application

3-Hydroxy-4-methoxybenzaldehyde was used as starting reagent during the two-step stereoselective synthesis of the anticancer drug (Z)-combretastatin A-4 and glycitein synthesis.


Storage Class

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



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