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(3,4-Dimethoxyphenyl)acetic acid

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(3,4-Dimethoxyphenyl)acetic acid Basic information

Product Name:
(3,4-Dimethoxyphenyl)acetic acid
Synonyms:
  • 3,4-Dimethoxyphenylacetic acid,3,4-Dimethoxyphenylacetic acid, Homoveratric acid
  • 4-DiMethoxyphenylacetic acid
  • 2-(3,4-DiMethoxyphenyl)acetate
  • (3,4-DiMethoxyphenyl)acetic acid, 99% 100GR
  • (3,4-DiMethoxyphenyl)acetic acid, 99% 25GR
  • (3,4-DiMethoxyphenyl)acetic acid, 99% 500GR
  • NSC 2753
  • NSC 27897
CAS:
93-40-3
MF:
C10H12O4
MW:
196.2
EINECS:
202-244-5
Product Categories:
  • Catechol Derivatives
  • Aromatic Phenylacetic Acids and Derivatives
  • Aromatics, Metabolites & Impurities, Neurochemicals, Pharmaceuticals, Intermediates & Fine Chemicals
  • Inhibitors
Mol File:
93-40-3.mol
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(3,4-Dimethoxyphenyl)acetic acid Chemical Properties

Melting point:
96-98 °C (lit.)
Boiling point:
293.08°C (rough estimate)
Density 
1.2166 (rough estimate)
refractive index 
1.5430 (estimate)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
pka
pK1:4.333 (25°C)
form 
Powder
color 
White to beige
Water Solubility 
SOLUBLE
BRN 
1110282
InChIKey
WUAXWQRULBZETB-UHFFFAOYSA-N
LogP
1.242
CAS DataBase Reference
93-40-3(CAS DataBase Reference)
NIST Chemistry Reference
Acetic acid, 3,4-dimethoxyphenyl-(93-40-3)
EPA Substance Registry System
Benzeneacetic acid, 3,4-dimethoxy- (93-40-3)
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Safety Information

Hazard Codes 
Xn,Xi
Risk Statements 
36/37/38-22-36/37
Safety Statements 
22-24/25-36/37-26-37/39
WGK Germany 
3
RTECS 
AH0675000
TSCA 
Yes
HazardClass 
IRRITANT
HS Code 
29189090

MSDS

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(3,4-Dimethoxyphenyl)acetic acid Usage And Synthesis

Chemical Properties

white to beige powder

Uses

Homoveratric Acid is a dopamine metabolite that inhibits brain mitochondrial respiration via monoamine oxidase/H2O2-dependent or non-dependent pathway.

Uses

It reacts with formaldehyde in the presence of acid to give an isochromanone.

Definition

ChEBI: Homoveratric acid is a phenylacetic acid substituted at positions 3 and 4 by methoxy groups. It has a role as a human urinary metabolite and a human xenobiotic metabolite. It is a dimethoxybenzene and a member of phenylacetic acids.

Synthesis Reference(s)

Organic Syntheses, Coll. Vol. 2, p. 333, 1943
The Journal of Organic Chemistry, 15, p. 548, 1950 DOI: 10.1021/jo01149a016

Purification Methods

Crystallise homoveratric acid from H2O or *C6H6/ligroin. The amide has m 142o (from H2O). [Beilstein 10 H 409, 10 I 197, 10 II 268, 10 III 1459, 10 IV 1509.]

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