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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. Its structure has been investigated. The sodium salt of 4-hydroxy-2,6-dimethoxybenzaldehyde may be used to derivatize Merrifield resin to form resin-bound aldehyde.

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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

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

Regulatory Information

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A Structure-Based Activation Model of Phenol-Receptor Protein Interactions.
Lee K.
Bull. Korean Chem. Soc., 18, 16-22 (1997)
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
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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