(3,4-Dimethoxyphenyl)acetic acid

Synonym(s):3,4-Dimethoxyphenylacetic acid;Homoveratric acid

CAS NO.：93-40-3
Empirical Formula: C10H12O4
Molecular Weight: 196.2
MDL number: MFCD00004335
EINECS: 202-244-5
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-19 20:33:22

(3,4-Dimethoxyphenyl)acetic acid Structural

What is (3,4-Dimethoxyphenyl)acetic acid?

Chemical properties

white to beige powder

The Uses of (3,4-Dimethoxyphenyl)acetic acid

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

The Uses of (3,4-Dimethoxyphenyl)acetic acid

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.]

Properties of (3,4-Dimethoxyphenyl)acetic acid

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
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)

Safety information for (3,4-Dimethoxyphenyl)acetic acid

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up.