3,5-Bis(trifluoromethyl)benzophenone

Base Information

• Chemical Name: 3,5-Bis(trifluoromethyl)benzophenone
• CAS No.: 21221-93-2
• Molecular Formula: C15H8F6O
• Molecular Weight: 318.218
• Hs Code.: 2914700090
• European Community (EC) Number: 244-282-5
• UNII: PSN9ALL3TP
• DSSTox Substance ID: DTXSID90175458
• Nikkaji Number: J226.169C
• Wikidata: Q72447211
• Mol file: 21221-93-2.mol

Synonyms:3,5-Bis(trifluoromethyl)benzophenone;21221-93-2;(3,5-bis(trifluoromethyl)phenyl)(phenyl)methanone;[3,5-bis(trifluoromethyl)phenyl]-phenylmethanone;PSN9ALL3TP;UNII-PSN9ALL3TP;Methanone,[3,5-bis(trifluoromethyl)phenyl]phenyl-;SCHEMBL3660211;DTXSID90175458;3,5-di(Trifluoromethyl)benzophenone;EINECS 244-282-5;MFCD00015510;3,5-Bis(trifluoromethyl) benzophenone;AKOS015852664;PS-11010;A4587;CS-0156564;FT-0614458;METHANONE, (3,5-BIS(TRIFLUOROMETHYL)PHENYL)PHENYL-

Chemical Property of 3,5-Bis(trifluoromethyl)benzophenone

Chemical Property:

• Vapor Pressure: 0.000762mmHg at 25°C
• Melting Point: 109.0-110.8 °C
• Refractive Index: 1.496
• Boiling Point: 306.6 °C at 760 mmHg
• Flash Point: 117.6 °C
• PSA: 17.07000
• Density: 1.356 g/cm³
• LogP: 4.95520
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 318.04793385
• Heavy Atom Count: 22
• Complexity: 372

Purity/Quality:

99% ^*data from raw suppliers

3,5-Bis(Trifluoromethyl)benzophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)C2=CC(=CC(=C2)C(F)(F)F)C(F)(F)F

Technology Process of 3,5-Bis(trifluoromethyl)benzophenone

There total 22 articles about 3,5-Bis(trifluoromethyl)benzophenone 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: 86.0%

3,6-bis(trifluoromethyl)bromobenzene (328-70-1) + Benzoylformic acid (611-73-4) → [3,5-bis(trifluoromethyl)phenyl](phenyl)methanone (21221-93-2)

Guidance literature:

With (1,2-dimethoxyethane)dichloronickel(II); 2-Chlorothioxanthone; lithium carbonate; 4,4'-di-tert-butyl-2,2'-bipyridine; In water; N,N-dimethyl-formamide; for 24h; Inert atmosphere; Irradiation; Green chemistry;

DOI:10.1021/acs.orglett.0c02351

Reference yield: 84.0%

iodobenzene (591-50-4) + carbon monoxide (201230-82-2) + 3,5-bis-trifluromethylphenylboronic acid (73852-19-4) → [3,5-bis(trifluoromethyl)phenyl](phenyl)methanone (21221-93-2)

Guidance literature:

With ```````; potassium carbonate; In 5,5-dimethyl-1,3-cyclohexadiene; at 80 ℃; under 760.051 Torr;

DOI:10.1021/acs.organomet.1c00226

Reference yield: 81.0%

carbon monoxide (201230-82-2) + Phenyl triflate (17763-67-6) + 3,5-bis-trifluromethylphenylboronic acid (73852-19-4) → [3,5-bis(trifluoromethyl)phenyl](phenyl)methanone (21221-93-2)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium(II) trifluoroacetate; In tert-butyl methyl ether; at 80 ℃; for 6h; under 760.051 Torr;

DOI:10.1039/c6ra14678c

upstream raw materials:

3,6-bis(trifluoromethyl)bromobenzene

benzaldehyde

1-<3,5-bis(trifluoromethyl)phenyl>-1-phenylmethanol

3,5-Bis(trifluoromethyl)benzaldehyde

Downstream raw materials:

1-(3,5-bis(trifluoromethyl)phenyl)-2,3-diphenyl-1H-inden-1-ol

1-(3,5-bis(trifluoromethyl)phenyl)-3-methyl-2-phenyl-1H-inden-1-ol

[(Et₃P)3Rh(3,5-(CF₃)2C₆H₃)]

C-(3,5-bis-trifluoromethyl-phenyl)-C-phenyl-methylamine

Refernces

• 1、 Lin, Shih-Chieh Aaron,Liu, Shiuh-Tzung,Liu, Yi-Hung,Peng, Shie-Ming,Su, Bo-Kai. "Tetra- And Dinuclear Palladium Complexes Based on a Ligand of 2,8-Di-2-pyridinylanthyridine: Preparation, Characterization, and Catalytic Activity". . p. 2081 - 2089. Retrieved 2021/07/26.
• 2、 Zhu, Da-Liang,Wu, Qi,Young, David James,Wang, Hao,Ren, Zhi-Gang,Li, Hong-Xi. "Acyl radicals from α-keto acids using a carbonyl photocatalyst: Photoredox-catalyzed synthesis of ketones". supporting information. p. 6832 - 6837. Retrieved 2020/10/12.