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143758

Sigma-Aldrich

3,4-Dimethoxybenzaldehyd

99%

Synonym(e):

Methylvanillin, NSC 24521, NSC 8500, Vanillinmethylether, Veratrumaldehyd

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About This Item

Lineare Formel:
(CH3O)2C6H3CHO
CAS-Nummer:
120-14-9
Molekulargewicht:
166.17
Beilstein:
473899
EG-Nummer:
204-373-2
MDL-Nummer:
MFCD00003363
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24848608
NACRES:
NA.22

Assay

99%

Form

solid

bp

281 °C (lit.)

mp (Schmelzpunkt)

40-43 °C (lit.)

Löslichkeit

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

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

InChIKey

WJUFSDZVCOTFON-UHFFFAOYSA-N

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Allgemeine Beschreibung

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.

Anwendung

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.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H302,H315

Gefahreneinstufungen

Acute Tox. 4 Oral - Skin Irrit. 2

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

235.4 °F - closed cup

Flammpunkt (°C)

113 °C - closed cup

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

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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
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)
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
V Elisashvili et al.
Prikladnaia biokhimiia i mikrobiologiia, 38(3), 243-247 (2002-06-19)
The activities of carboxymethylcellulase and xylanase in the higher basidial fungus Cerrena unicolor grown in avicel-containing medium reached 1.95 and 1.50 units per mg protein, respectively, whereas in mannitol-containing medium they ranged from 0.02 to 0.05 units per mg protein.
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