85621-43-8

Basic information

• Product Name: 3,4-DIACETOXYPHENYLACETIC ACID
• Synonyms: 3,4-DIACETOXYPHENYLACETIC ACID;3,4-Bis(acetyloxy)benzeneacetic acid;Benzeneacetic acid, 3,4-bis(acetyloxy)-;Einecs 287-942-8;VYELVKLTNGETIC-UHFFFAOYSA-N
• CAS NO: 85621-43-8
• Molecular Formula: C₁₂H₁₂O₆
• Molecular Weight: 252.22
• EINECS: 287-942-8
• Product Categories: Aromatic Phenylacetic Acids and Derivatives
• Mol File: 85621-43-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 390.7°C at 760 mmHg
• Flash Point: 148.5°C
• Appearance: /
• Density: 1.312g/cm³
• Vapor Pressure: 8.37E-07mmHg at 25°C
• Refractive Index: 1.537
• CAS DataBase Reference: 3,4-DIACETOXYPHENYLACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-DIACETOXYPHENYLACETIC ACID(85621-43-8)
• EPA Substance Registry System: 3,4-DIACETOXYPHENYLACETIC ACID(85621-43-8)

Safety Data

• Hazardous Substances Data: 85621-43-8(Hazardous Substances Data)

Usage

General Description

3,4-DIACETOXYPHENYLACETIC ACID is a chemical compound with the molecular formula C12H12O6. It is a derivative of acetic acid and is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It is a white crystalline solid with a melting point of around 180-182°C and is sparingly soluble in water. The compound is primarily used as a building block in the synthesis of various drugs and also has potential applications in the field of organic chemistry for the preparation of various derivatives and analogs. Additionally, 3,4-DIACETOXYPHENYLACETIC ACID has been studied for its potential therapeutic effects in the treatment of various medical conditions.

InChI:InChI=1/C12H12O6/c1-7(13)17-10-4-3-9(6-12(15)16)5-11(10)18-8(2)14/h3-5H,6H2,1-2H3,(H,15,16)

Upstream product

• 102-32-9 3,4-dihydroxyphenylacetate 
• 108-24-7 acetic anhydride 
• 7664-93-9 sulfuric acid 

Downstream Products

• 10313-60-7 3,4-dimethoxyphenylacetyl chloride 
• 139-76-4 N-(3,4-dimethoxyphenethyl)-2-(3,4-dimethoxyphenyl)acetamide 
• 6957-27-3 3,4-dihydropapaverine 
• 1425795-72-7 3-phenylpropyl-2-(3,4-diacetoxyphenyl)acetate 
• 1425795-73-8 2-phenylethyl (3,4-dihydroxyphenyl)acetate 
• 1425795-71-6 phenethyl-2-(3,4-diacetoxyphenyl)acetate 

Relevant articles and documents

Bioactive aromatic compounds from leaves and stems of Vanilla fragrans

Alcoholic extracts of leaves and stems of Vanilla fragrans were fractionated with ethyl acetate and aqueous butanol. All three fractions of ethyl acetate, butanol, and water were screened for toxic bioactivity against mosquito larvae. The results of these experiments showed that the fractions from the ethyl acetate and butanol phases were both active in the bioassay. Bioactivity of the ethyl acetate fraction was found to be much greater than that from the butanol fraction in mosquito larvae toxicity. The water phase appeared to contain no substances that impaired mosquito larval growth. Repeated column chromatography of the ethyl acetate fraction on silica gel led to the isolation of 4-ethoxymethylphenol (1), 4-butoxymethylphenol (2), vanillin (3), 4-hydroxy-2-methoxycinnamaldehyde (4), and 3,4-dihydroxyphenylacetic acid (5). Compounds 4 and 5 were isolated from Vanilla species for the first time and 2 has not been reported to have been found in a natural form. 4-Ethoxymethylphenol (1) was the predominant compound, but 4-butoxymethylphenol (2) showed the strongest toxicity to mosquito larvae. The structures of the compounds were determined on the basis of their mass spectra and 1H or 13C NMR data.

Synthesis and antiradical/antioxidant activities of caffeic acid phenethyl ester and its related propionic, acetic, and benzoic acid analogues

Caffeic acid phenethyl ester (CAPE) is a bioactive component isolated from propolis. A series of CAPE analogues was synthesized and their antiradical/antioxidant effects analyzed. The effect of the presence of the double bond and of the conjugated system on the antioxidant effect is evaluated with the analogues obtained from 3-(3,4-dihydroxyphenyl) propanoic acid. Those obtained from 2-(3,4-dihydroxyphenyl) acetic acid and 3,4-dihydroxybenzoic acid allow the evaluation of the effect of the presence of two carbons between the carbonyl and aromatic system.

Cephalosporin compounds

Cephalosporins having the formula: are described, wherein X is S, SO, CH2 or O, R2 is hydrogen, methoxy or formamido, R3 is hydrogen, alkenyl, alkyl or substituted alkyl, Q is a mono- or bicyclic heterocyclic ring, variously substituted, R1 represents various groups including 2-aminothiazol-4-yl, A is =NO-, =N-NH- or =CH-, Y is CO or various linking groups, m is zero or one and P is a benzene ring with two orthogroups, one of which is hydroxy or an in vivo hydrolysable ester thereof and the other is hydroxy, an in vivo hydrolysable ester thereof, carboxy, sulpho, hydroxymethyl, --NHSO2CH3 or -NHCONH2; or P is a particularly substituted pyridone or pyranone. The use of such compounds as antibacterial agents is described as are processes for their preparation.