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143758

3,4-Dimethoxybenzaldehyde

Name: 3,4-Dimethoxybenzaldehyde
Brand: ALDRICH

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:

120-14-9

Molecular Weight:

166.17

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24848608

EC Number:

204-373-2

Beilstein/REAXYS Number:

473899

MDL number:

MFCD00003363

Assay:

99%

Form:

solid

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Properties

Quality Level

100

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

Description

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

GHS07

signalword

Warning

hcodes

H302,H315

pcodes

P301 + P312 + P330

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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2-(Multimethoxy) phenyl-4-methylene-1, 3-dioxolane (I): Preparation and Cationic Polymerization of 2-(Dimethoxy) phenyl-4-MDO Derivatives.

Kim JT and Gong M-S.

Bull. Korean Chem. Soc., 20, 663-666 (1999)

Synthesis of anti-HIV lithospermic acid by two diverse strategies.

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

Investigation of spectroscopic behaviors of newly synthesized (2E)-3-(3,4-dimethoxyphenyl)-1-(2,5-dimethylthiophen-3-yl)prop-2-en-1-one (DDTP) dye.

Abdullah M Asiri et al.

Journal of fluorescence, 23(6), 1271-1278 (2013-07-13)

This study introduced spectroscopic properties, physicochemical parameters, and polarity and photostability behaviors of a newly prepared chalcone dye. The chalcone dye, (2E)-3-(3,4-Dimethoxyphenyl)-1-(2,5-dimethylthiophen-3-yl)prop-2-en-1-one (DDTP), was synthesized by the reaction of 3,4-dimethoxybenzaldehyde with 3-acetyl-2,5-dimethythiophene. Results of FT-IR, (1)H-NMR, (13)C-NMR and elemental analysis

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