3,5-Dihydroxyphenylacetic acid

Base Information

• Chemical Name: 3,5-Dihydroxyphenylacetic acid
• CAS No.: 4670-09-1
• Molecular Formula: C8H8 O4
• Molecular Weight: 168.149
• Hs Code.: 2918290000
• UNII: 2T78075BPM
• DSSTox Substance ID: DTXSID00196917
• Nikkaji Number: J444.967C
• Wikidata: Q27255572
• Mol file: 4670-09-1.mol

Synonyms:2-(3,5-dihydroxyphenyl)acetic acid;4670-09-1;3,5-Dihydroxyphenylacetic acid;3,5-Dihdyroxyphenylacetic acid;Benzeneacetic acid, 3,5-dihydroxy-;3,5-Dihydroxybenzeneacetic acid;(3,5-Dihydroxyphenyl)acetic acid;2T78075BPM;MFCD03428543;3,5-Dihydroxyphenylaceticacid;SCHEMBL477986;UNII-2T78075BPM;3, 5-Dihydroxyphenylacetic acid;IOVOJJDSFSXJQN-UHFFFAOYSA-;DTXSID00196917;CHEBI:131431;2-(3,5-dihydroxyphenyl)aceticacid;(3,5-Dihydroxyphenyl)-acetic acid;(3,5-Dihydroxy-phenyl)-acetic acid;ZB1034;AKOS006278109;AB15434;AT19147;DS-7058;3,5-DIHYDROXY BENZENEACETIC ACID;SY102728;FT-0645678;Q27255572

Chemical Property of 3,5-Dihydroxyphenylacetic acid

Chemical Property:

• Vapor Pressure: 1.14E-07mmHg at 25°C
• Melting Point: 126-127 °C
• Boiling Point: 416.1°Cat760mmHg
• PKA: 4.12±0.10(Predicted)
• Flash Point: 219.6°C
• PSA: 77.76000
• Density: 1.478g/cm³
• LogP: 0.72490
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 168.04225873
• Heavy Atom Count: 12
• Complexity: 158

Purity/Quality:

98%,99%, ^*data from raw suppliers

3,5-DihydroxyphenylAceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=C(C=C(C=C1O)O)CC(=O)O
• Uses: 3,5-Dihydroxyphenyl Acetic Acid is involved in the discovery of KLS-13019, a cannabidiol-derived neuroprotective agent. A major metabolite of myricetin.

Technology Process of 3,5-Dihydroxyphenylacetic acid

There total 13 articles about 3,5-Dihydroxyphenylacetic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

dimethyl 2,4-dihydroxy-6-(2-methoxy-2-oxoethyl)benzene-1,3-dicarboxylate (6512-25-0) → 2-(3,5-dihydroxyphenyl)acetic acid (4670-09-1)

Guidance literature:

dimethyl 2,4-dihydroxy-6-(2-methoxy-2-oxoethyl)benzene-1,3-dicarboxylate; With sodium hydroxide; for 0.5h; Reflux;

With sulfuric acid; at 100 ℃; for 0.0833333h;

DOI:10.3390/molecules26113224

Reference yield: 92.0%

ethyl-2,4-di(ethoxycarbonyl)-3,5-dihydroxyphenylacetate (6202-45-5) → 2-(3,5-dihydroxyphenyl)acetic acid (4670-09-1)

Guidance literature:

With water; sodium hydroxide; at 120 ℃; for 3h;

Reference yield: 92.0%

C18H24O8 → 2-(3,5-dihydroxyphenyl)acetic acid (4670-09-1)

Guidance literature:

With sodium hydroxide; at 120 ℃; for 3h; Reagent/catalyst; Temperature;

upstream raw materials:

ethyl-2,4-di(ethoxycarbonyl)-3,5-dihydroxyphenylacetate

3,5-dimethoxyphenylacetonitrile

dimethyl 2,4-dihydroxy-6-(2-methoxy-2-oxoethyl)benzene-1,3-dicarboxylate

3,5-dimethoxybenzyl alcohol

Downstream raw materials:

(3,5-dimethoxyphenyl)acetic acid

(3,5-dimethoxy-phenyl)-acetic acid ethyl ester

methyl 2-(3,5-dimethoxyphenyl)acetate

(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol

Refernces

• 1、 -. "Preparation and application of (Z)-3,5-dihydroxy-4-isopropylstilbene". Paragraph 0031; 0047-0056. . Retrieved 2021/02/24.
• 2、 Efferth, Thomas,Geske, Leander,Kauhl, Ulrich,Opatz, Till,Saeed, Mohamed E. M.,Schüffler, Anja,Thines, Eckhard. "Xylochemical synthesis and biological evaluation of shancigusin c and bletistrin g". supporting information. . Retrieved 2021/06/16.