Diphenylacetic acid

Base Information

• Chemical Name: Diphenylacetic acid
• CAS No.: 117-34-0
• Molecular Formula: C14H12O2
• Molecular Weight: 212.248
• Hs Code.: 29163900
• European Community (EC) Number: 204-185-0
• NSC Number: 120417,8742
• UNII: 658NCZ0NKO
• DSSTox Substance ID: DTXSID0059453
• Nikkaji Number: J38.187J
• Wikidata: Q22977245
• Metabolomics Workbench ID: 67558
• ChEMBL ID: CHEMBL1232181
• Mol file: 117-34-0.mol

Synonyms:diphenylacetic acid;diphenylacetic acid, potassium salt;diphenylacetic acid, sodium salt

Chemical Property of Diphenylacetic acid

Chemical Property:

• Appearance/Colour: white to creamy-white crystalline powder
• Vapor Pressure: 0.00135mmHg at 25°C
• Melting Point: 147-149 °C(lit.)
• Refractive Index: 1.599
• Boiling Point: 285 °C at 760 mmHg
• PKA: 3.94(at 25℃)
• Flash Point: 140.4 °C
• PSA: 37.30000
• Density: 1.174 g/cm³
• LogP: 2.90310
• Storage Temp.: Store below +30°C.
• Solubility.: 0.13g/l
• Water Solubility.: Slightly soluble in water(0.13g/L).
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 212.083729621
• Heavy Atom Count: 16
• Complexity: 207

Purity/Quality:

99% ^*data from raw suppliers

Diphenylacetic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/38-36/37/38
• Safety Statements: 24/25-36/37-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)C(=O)O
• Uses: Kinetic resolution of racemic 1-heteroarylalkanols by asymmetric esterification using diphenylacetic acid with pivalic anhydride and a chiral acyl-transfer catalyst is described. Molecular crystal of acridine and diphenylacetic acid and its absolute asymmetric photodecarboxylating condensation generates chirality in a two-component. The activation parameters for the racemization of a series of ortho-alkyl-substituted diphenylacetic acids are determined.

Technology Process of Diphenylacetic acid

There total 233 articles about Diphenylacetic 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: 85.0%

Diphenylacetaldehyde (947-91-1) → benzophenone (119-61-9) + 2,2-diphenylacetic acid (117-34-0) + benzaldehyde (100-52-7)

Guidance literature:

With tetrafluoroboric acid diethyl ether; iodosylbenzene; In dichloromethane; at 20 ℃; for 2.5h; Inert atmosphere;

DOI:10.1021/ol301675v

Reference yield:

4-nitrophenyl diphenylacetate (58241-10-4) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + 2,2-diphenylacetic acid (117-34-0)

Guidance literature:

With pH = 9.6; In water; acetone; at 24 ℃; under 750.06 Torr; Mechanism; Rate constant; pressure-dependence of rates of elimination; activation parameter for hydrolysis: ΔV(excit.); var. press.;

DOI:10.1039/P29880000557

Reference yield:

N-(4-nitrophenyl)-2,2-di-phenylacetamide (70298-77-0) → benzophenone (119-61-9) + 2,2-diphenylacetic acid (117-34-0) + N-(diphenylmethyl)acetamide (5267-35-6) + N-(diphenylmethylene)acetamide (22800-71-1) + 1-acetyl-3,3-diphenylaziridin-2-one (1375263-32-3) + 4-nitro-aniline (100-01-6,104810-17-5)

Guidance literature:

With lithium perchlorate; In water; acetonitrile; Electrolysis;

DOI:10.1039/c2ob06878h

upstream raw materials:

2-bromophenylacetic acid

ethanol

diphenyl-thioacetic acid

1,1-dichloro-2,2-diphenylethene

Downstream raw materials:

diphenyl-acetic acid-(2-hexahydroazepin-1-yl-ethyl ester); hydrochloride

diphenyl-acetic acid-[3-(2-methyl-piperidino)-propylester]; hydrochloride

benzhydryl methyl ether

methyl 2,2-diphenylacetate

Refernces

• 1、 Sonoda,Tsutsumi. "-". . p. 1006,1009. Retrieved 1961.
• 2、 Kinney,Ward. "". . p. 3796. Retrieved 1933.
• 3、 Andraos,Kresge. "The mechanism of the reaction of diphenylketene with bases in aqueous solution: Nucleophilic attack versus general base catalysis of ketene hydration". . p. 5643 - 5646. Retrieved 1992.
• 4、 Gilman,Zoellner. "-". . p. 3984,3986. Retrieved 1930.
• 5、 Lozano, Jose I.,Barba, Fructuoso. "Electrosynthesis of 2-benzhydrylidene-4,4-diphenyl-[1,3]oxathiolan-5-one: The reaction pathway". . p. 1259 - 1266. Retrieved 1996.
• 6、 Okimoto, Mitsuhiro,Takahashi, Yukio. "Anodic oxidation of benzil hydrazones in the presence of halide ions". . p. 2059 - 2060. Retrieved 2002.
• 7、 Levisalles et al.. "". . p. 259,261, 264. Retrieved 1978.
• 8、 Belov, Vladimir N.,Bossi, Mariano L.,Hell, Stefan W.,Shojaei, Heydar. "Bis-Rhodamines Bridged with a Diazoketone Linker: Synthesis, Structure, and Photolysis". . p. 56 - 65. Retrieved 2022/01/03.
• 9、 Engelhardt, Helen,Klinkova, Anna,Medvedev, Jury J.,Medvedeva, Xenia V.. "Relative activity of metal cathodes towards electroorganic coupling of CO2 with benzylic halides". . . Retrieved 2021/05/26.