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464120

Sigma-Aldrich

3,4-Dihydroxy-5-methoxybenzaldehyde

96%

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About This Item

Linear Formula:
CH3OC6H2(OH)2CHO
CAS Number:
Molecular Weight:
168.15
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

96%

mp

131-134 °C (lit.)

SMILES string

COc1cc(C=O)cc(O)c1O

InChI

1S/C8H8O4/c1-12-7-3-5(4-9)2-6(10)8(7)11/h2-4,10-11H,1H3

InChI key

RRKMWVISRMWBAL-UHFFFAOYSA-N

General description

3,4-Dihydroxy-5-methoxybenzaldehyde can be obtained by reactting 5-iodovaniliin with sodium hydroxide and copper sulfate solution.

Application

3,4-Dihydroxy-5-methoxybenzaldehyde may be used for the preparation of 3,4-dihydroxy-6-methoxy-β-nitrostyrene and 5-hydroxyconiferyl alcohol.

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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Structure and synthesis of (?)-Wuweizisu C.
Schneiders GE and Stevenson R.
The Journal of Organic Chemistry, 46(41), 2969-2971 (1981)
Thomas Goujon et al.
Plant molecular biology, 51(6), 973-989 (2003-06-05)
A promoter-trap screen allowed us to identify an Arabidopsis line expressing GUS in the root vascular tissues. T-DNA border sequencing showed that the line was mutated in the caffeic acid O-methyltransferase 1 gene (AtOMT1) and therefore deficient in OMT1 activity.
MESCALINE ANALOGS. III. 2, 4, 6-TRIALKYL-AND 3, 4-DIHYDROXY-5-METHOXY-?-PHENETHYLAMINES.
Benington F, et al.
The Journal of Organic Chemistry, 20(9), 1292-1296 (1955)

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