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Merck
CN

143758

3,4-Dimethoxybenzaldehyde

99%

Synonym(s):

Methylvanillin, NSC 24521, NSC 8500, Vanillin methyl ether, Veratraldehyde

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About This Item

Linear Formula:
(CH3O)2C6H3CHO
CAS Number:
Molecular Weight:
166.17
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
204-373-2
Beilstein/REAXYS Number:
473899
MDL number:
Assay:
99%
Form:
solid
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Quality Level

assay

99%

form

solid

bp

281 °C (lit.)

mp

40-43 °C (lit.)

solubility

alcohol: freely soluble, diethyl ether: freely soluble, water: slightly soluble (hot)

functional group

aldehyde

SMILES string

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

InChI

1S/C9H10O3/c1-11-8-4-3-7(6-10)5-9(8)12-2/h3-6H,1-2H3

InChI key

WJUFSDZVCOTFON-UHFFFAOYSA-N

General description

3,4-Dimethoxybenzaldehyde forms 1:1 inclusion complexes with cyclodextrins. It reacts with 3-acetyl-2,5-dimethythiophene to yield chalcone dye, (2E)-3-(3,4-Dimethoxyphenyl)-1-(2,5-dimethylthiophen-3-yl)prop-2-en-1-one.

Application

3,4-Dimethoxybenzaldehyde was used in the preparation of 4-chloromethyl-2-(dimethoxyphenyl)-1,3-dioxolane. It was used in the synthesis of (+)-lithospermic acid, having anti-HIV activity.


pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Zeyuan Chen et al.
Environmental science. Processes & impacts, 19(1), 12-21 (2017-01-07)
Photochemical reactions influence the fates and lifetimes of organic compounds in snow and ice, both through direct photoreactions and via photoproduced transient species such as hydroxyl radical (˙OH) and, perhaps, triplet excited states of organic compounds (i.e., triplets). While triplets
Tirumala G Varadaraju et al.
Organic & biomolecular chemistry, 10(28), 5456-5465 (2012-06-07)
An efficient and convergent route for the synthesis of the natural product (+)-lithospermic acid, which possesses anti-HIV activity, was accomplished. The (±)-trans-dihydrobenzo[b]furan core therein was prepared by two different strategies. The first strategy involved the use of a palladium-catalyzed annulation
M Jude Jenita et al.
Journal of fluorescence, 24(3), 695-707 (2013-12-07)
The inclusion complexation of 2-hydroxy-3-methoxybenzaldehyde (2HMB), 4-hydroxy-3-methoxybenzaldehyde (4HMB), 3,4-dimethoxybenzaldehyde (DMB) and 4-hydroxy-3,5-dimethoxybenzaldehyde (HDMB) with α-CD, β-CD, HP-α-CD and HP-β-CD were carried out by UV-Visible, steady-state and time-resolved fluorescence and PM3 methods. All the benzaldehydes shows dual fluorescence in aqueous and



Global Trade Item Number

SKUGTIN
143758-100G04061838735102
143758-500G04061838735119
143758-5G04061838735126