Bis(4-hydroxyphenyl)acetic acid

Base Information

• Chemical Name: Bis(4-hydroxyphenyl)acetic acid
• CAS No.: 40232-93-7
• Deprecated CAS: 152818-00-3
• Molecular Formula: C14H12 O4
• Molecular Weight: 244.247
• Hs Code.: 2918290000
• European Community (EC) Number: 254-850-4
• DSSTox Substance ID: DTXSID7068219
• Nikkaji Number: J111.288K
• Wikidata: Q81994937
• Mol file: 40232-93-7.mol

Synonyms:Bis(4-hydroxyphenyl)acetic acid;40232-93-7;2,2-bis(4-hydroxyphenyl)acetic acid;EINECS 254-850-4;Benzeneacetic acid, 4-hydroxy-.alpha.-(4-hydroxyphenyl)-;Benzeneacetic acid, 4-hydroxy-alpha-(4-hydroxyphenyl)-;4.4'-Dioxydiphenylessigsaure;SCHEMBL180939;DTXSID7068219;bis-(4-hydroxyphenyl)acetic acid;STL371152;AKOS022662297

Chemical Property of Bis(4-hydroxyphenyl)acetic acid

Chemical Property:

• Vapor Pressure: 1.81E-09mmHg at 25°C
• Boiling Point: 465.6°Cat760mmHg
• Flash Point: 249.5°C
• PSA: 77.76000
• Density: 1.375g/cm³
• LogP: 2.31430
• Storage Temp.: Refrigerator
• Solubility.: Ethyl Acetate; Methanol; DMSO
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 244.07355886
• Heavy Atom Count: 18
• Complexity: 254

Purity/Quality:

98%Min ^*data from raw suppliers

Bis(4-hydroxyphenyl)aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(C2=CC=C(C=C2)O)C(=O)O)O
• Uses: Bis(4-hydroxyphenyl)acetic Acid is a bis-phenolic derivative formed from O-demethylation and dechlorination of an insecticide, methoxychlor. Also, it is derived from Glyoxylic Acid (G754995), which is used as a reagent in the synthesis of N-{[6-chloro-4-(2,6-dimethoxyphenyl)quinazolin-2-yl]carbonyl}-L-leucine, a novel nonpeptide chemotype selective for neurotensin receptor 2. Also, used as a reagent in the synthesis of elemonic acid derivatives as Pin 1 inhibitors.

Technology Process of Bis(4-hydroxyphenyl)acetic acid

There total 9 articles about Bis(4-hydroxyphenyl)acetic 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: 98.15%

Glyoxilic acid (298-12-4) + phenol (108-95-2,27073-41-2) → 2,2-bis (4-hydroxyphenyl)acetic acid (40232-93-7)

Guidance literature:

With sulfuric acid; In water; at -5 - 45 ℃; for 7h; Temperature;

Reference yield:

2,2-bis-(4-methoxyphenyl)acetic acid (4541-73-5) → 2,2-bis (4-hydroxyphenyl)acetic acid (40232-93-7)

Guidance literature:

With pyridine hydrochloride; at 210 ℃;

DOI:10.1021/jo01094a030

Reference yield:

1,1-dichloro-2,2-bis(p-methoxyphenyl)ethylene (2132-70-9) → 2,2-bis (4-hydroxyphenyl)acetic acid (40232-93-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium ethylate; ethanol / 180 °C

2: pyridine hydrochloride / 210 °C

With ethanol; sodium ethanolate; pyridine hydrochloride;

DOI:10.1021/jo01094a030

upstream raw materials:

2,2-bis-(4-methoxyphenyl)acetic acid

Glyoxilic acid

phenol

2-(4-hydroxyphenyl)-2-(4-methoxyphenyl)acetonitrile

Downstream raw materials:

methyl 2,2-bis(4-hydroxyphenyl)acetate

bis-(4-hydroxy-phenyl)-acetic acid ethyl ester

methyl ester of 2,2-bis(4,4'-dimethoxyphenyl)ethanoic acid

bis(4-hydroxy-3,5-dibromo-phenyl)ethanoic acid

Refernces

• 1、 Kolasa,Gunn,Bhatia,Basha,Craig,Stewart,Bouska,Harris,Hulkower,Malo,Bell,Carter,Brooks. "Symmetrical bis(heteroarylmethoxyphenyl)alkylcarboxylic acids as inhibitors of leukotriene biosynthesis". . p. 3322 - 3334. Retrieved 2007/10/03.
• 2、 -. "Lowering lipid and sugar levels in the blood with a bis(4-hydroxyphenyl)alkanoic acid or ester thereof". . . Retrieved 2008/06/13.