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138711

Sigma-Aldrich

2,4,6-Trimethoxybenzaldehyde

98%

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About This Item

Linear Formula:
(CH3O)3C6H2CHO
CAS Number:
Molecular Weight:
196.20
Beilstein:
1956051
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

form

solid

mp

115-120 °C (lit.)

SMILES string

[H]C(=O)c1c(OC)cc(OC)cc1OC

InChI

1S/C10H12O4/c1-12-7-4-9(13-2)8(6-11)10(5-7)14-3/h4-6H,1-3H3

InChI key

CRBZVDLXAIFERF-UHFFFAOYSA-N

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General description

2,4,6-Trimethoxybenzaldehyde exhibits significant anti-candida activity.

Application

2,4,6-Trimethoxybenzaldehyde was used in the preparation and characterization of three RNA-specifc fluorescent probes (E36, E144 and F22) and their use in live cell imaging. It was used as starting reagent for the regioselective synthesis of new (+/-)-8-alkyl-5,7-dihydroxy-4-(4-hydroxyphenyl)-3,4-dihydrocoumarins.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Nine new (+/-)-8-alkyl-5,7-dihydroxy-4-(4-hydroxyphenyl)-3,4-dihydrocoumarins have been synthesized from 2,4,6-trimethoxybenzaldehyde via a short, efficient, and regioselective pathway, together with the unsubstituted analogue (+/-)-5,7-dihydroxy-4-(4-hydroxyphenyl)-3,4-dihydrocoumarin. The compounds were tested for estrogenic activity using a yeast-based estrogen screen. Weak estrogenicity was determined for seven members

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