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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:
3934-87-0
Molecular Weight:
168.15
EC Number:
223-513-3
MDL number:
MFCD00016610
UNSPSC Code:
12352100
PubChem Substance ID:
24870141
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

Related Categories

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
GHS07

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

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

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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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)
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.
Structure and synthesis of (?)-Wuweizisu C.
Schneiders GE and Stevenson R.
The Journal of Organic Chemistry, 46(41), 2969-2971 (1981)

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