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392936

Sigma-Aldrich

2,6-Dimethoxy-4-hydroxybenzaldehyde

95%

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About This Item

Linear Formula:
HOC6H2(OCH3)2CHO
CAS Number:
Molecular Weight:
182.17
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

95%

mp

225 °C (dec.) (lit.)

functional group

aldehyde

SMILES string

COc1cc(O)cc(OC)c1C=O

InChI

1S/C9H10O4/c1-12-8-3-6(11)4-9(13-2)7(8)5-10/h3-5,11H,1-2H3

InChI key

HZWPJAZIRZFCGX-UHFFFAOYSA-N

General description

2,6-Dimethoxy-4-hydroxybenzaldehyde (4-hydroxy-2,6-dimethoxybenzaldehyde) is a p-hydroxybenzaldehyde derivative. Its synthesis by Vielsmeyer-Haack reaction and confirmation of the product formation by 1H NMR has been reported.[1] Its structure has been investigated.[2] The sodium salt of 4-hydroxy-2,6-dimethoxybenzaldehyde may be used to derivatize Merrifield resin to form resin-bound aldehyde.[3]

Application

2,6-Dimethoxy-4-hydroxybenzaldehyde (4-hydroxy-2,6-dimethoxybenzaldehyde) may be used as a test compound to investigate the bactericidal activity of benzaldehydes against Campylobacter jejuni, Escherichia coli, Listeria monocytogenes and Salmonella enterica.[4]

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


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Mendel Friedman et al.
Journal of food protection, 66(10), 1811-1821 (2003-10-24)
We evaluated the bactericidal activities of 35 benzaldehydes, 34 benzoic acids, and 1 benzoic acid methyl ester against Campylobacter jejuni, Escherichia coli O157:H7, Listeria monocytogenes, and Salmonella enterica when these compounds were substituted on the benzene ring with 0, 1
A Structure-Based Activation Model of Phenol-Receptor Protein Interactions.
Lee K.
Bull. Korean Chem. Soc., 18, 16-22 (1997)
Ming-Fu Cheng et al.
Journal of combinatorial chemistry, 6(1), 99-104 (2004-01-13)
A library of 1,4-benzodiazepine-2,5-dione dicarboxylate derivatives containing aryl substituents at N(1)- and N(4)-positions to mimic the amino acid residues of Try-13, Phe-14, and Asp-18 in endothelin-1 is established by using the starting materials of alpha-amino esters, hydroxybenzaldehydes, nitrobenzoyl chlorides, and
4-Hydroxy-2, 6-dimethoxybenzaldehyde.
Wuyts C, et al.
Acta Crystallographica Section E, Structure Reports Online, 61(1), 79-80 (2004)

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