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292508

Sigma-Aldrich

2,6-Dimethoxybenzaldehyde

99%

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About This Item

Linear Formula:
(CH3O)2C6H3CHO
CAS Number:
Molecular Weight:
166.17
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

99%

form

solid

bp

285 °C (lit.)

mp

96-98 °C (lit.)

SMILES string

COc1cccc(OC)c1C=O

InChI

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

Inchi Key

WXSGQHKHUYTJNB-UHFFFAOYSA-N

General description

Demethylation of 2,6-dimethoxybenzaldehydes with magnesium iodide etherate has been studied.

Application

2,6-Dimethoxybenzaldehyde has been used in the preparation of 2,6-dihydroxybenzaldehyde by demethylation with AlBr3.

Pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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Regioselective demethylation of 2, 6-dimethoxybenzaldehydes with magnesium iodide etherate.
Yamaguchi S, et al.
Tetrahedron Letters, 40(41), 7363-7365 (1999)
Synthesis of facially-encumbered porphyrins. An approach to light-harvesting antenna complexes.
Wagner RW, et al.
Tetrahedron Letters, 32(14), 1703-1706 (1991)
Olga V Kupriyanova et al.
Drug testing and analysis, 12(8), 1154-1170 (2020-05-18)
N-(2-Methoxybenzyl)-2,5-dimethoxyphenethylamines (NBOMes) are synthetic phenethylamine derivatives emerging on the global drug market and reported to be associated with untoward effects in people who use drugs. Its action involves agonism at serotonin 5-HT2A receptors, affecting cognitive and behavioral processes. However, certain

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