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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.)

functional group

aldehyde

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
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

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Certificates of Analysis (COA)

Lot/Batch Number
BGBC5116V
BGBB2933V
BGBB2933
1433817
00331JJ

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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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