Triphenylacetic acid

Base Information

• Chemical Name: Triphenylacetic acid
• CAS No.: 595-91-5
• Molecular Formula: C20H16O2
• Molecular Weight: 288.346
• Hs Code.: 29163900
• European Community (EC) Number: 209-873-4
• NSC Number: 61
• UNII: AMG3VF7EBL
• DSSTox Substance ID: DTXSID80208204
• Nikkaji Number: J135.397G
• Wikidata: Q72514684
• ChEMBL ID: CHEMBL271207
• Mol file: 595-91-5.mol

Synonyms:triphenylacetic acid

Chemical Property of Triphenylacetic acid

Chemical Property:

• Appearance/Colour: white to beige fine crystalline powder
• Vapor Pressure: 3.64E-07mmHg at 25°C
• Melting Point: 270-273 °C(lit.)
• Refractive Index: 1.7580 (estimate)
• Boiling Point: 401.4 °C at 760 mmHg
• PKA: pK1:3.96 (25°C)
• Flash Point: 210.7 °C
• PSA: 37.30000
• Density: 1.0992 (rough estimate)
• LogP: 4.10560
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 288.115029749
• Heavy Atom Count: 22
• Complexity: 312

Purity/Quality:

99%, ^*data from raw suppliers

2,2,2-TriphenylaceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)C(=O)O
• Uses: 2,2,2-Triphenylacetic Acid is used in preparation of Rhodium(II) Tetramethyl-benzenedipropioate complex, other Carboxylate complexes, and their catalytic activity.

Technology Process of Triphenylacetic acid

There total 54 articles about Triphenylacetic 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: 55.0%

bromo-triphenyl-methane (596-43-0) + carbon dioxide (124-38-9,18923-20-1) → triphenylacetic acid (595-91-5)

Guidance literature:

With bis(tricyclohexylphosphine)nickel(II) dichloride; tetra-(n-butyl)ammonium iodide; zinc; In N,N-dimethyl acetamide; at 20 ℃; under 760.051 Torr; Schlenk technique;

DOI:10.1021/ja311045f

Reference yield:

triphenylacetic benzoic anhydride (143287-56-3) → triphenylmethane (519-73-3) + triphenylacetic acid (595-91-5) + benzaldehyde (100-52-7)

Guidance literature:

With 9,10-dihydroanthracene; In acetonitrile; for 26h; Rate constant; Quantum yield; Irradiation;

DOI:10.1021/ja00054a012

Reference yield:

Cyclohexanecarboxylic triphenylacetic anhydride → triphenylmethane (519-73-3) + triphenylacetic acid (595-91-5) + triphenylacetaldehyde (42365-04-8) + cyclohexanecarbaldehyde (2043-61-0) + Cyclohexanecarboxylic acid (98-89-5)

Guidance literature:

With 9,10-dihydroanthracene; In acetonitrile; Rate constant; Quantum yield; Irradiation;

DOI:10.1021/ja00054a012

upstream raw materials:

triphenylmethane

triphenylmethyl radical

methylammonium carbonate

2,2,2-triphenylacetonitrile

Downstream raw materials:

(4-methoxyphenyl)triphenylmethane

2-chloro-1-(4-methoxyphenyl)ethanone

benzophenone

triphenylmethyl alcohol

Refernces

• 1、 Wiberg,Richardson. "". . p. 2800,2806. Retrieved 1962.
• 2、 -. "Synthetic method of fatty acid containing nitrogen heterocycle". Paragraph 0042. . Retrieved 2018/07/30.
• 3、 León, Thierry,Correa, Arkaitz,Martin, Ruben. "Ni-catalyzed direct carboxylation of benzyl halides with CO2". supporting information. p. 1221 - 1224. Retrieved 2013/03/14.