4-(Trifluoromethyl)benzoic anhydride

Base Information

• Chemical Name: 4-(Trifluoromethyl)benzoic anhydride
• CAS No.: 25753-16-6
• Molecular Formula: C16H8 F6 O3
• Molecular Weight: 362.228
• Hs Code.: 2916399090
• European Community (EC) Number: 670-955-1
• DSSTox Substance ID: DTXSID80375329
• Nikkaji Number: J1.685.412C
• Wikidata: Q72511700
• Mol file: 25753-16-6.mol

Synonyms:4-(Trifluoromethyl)benzoic anhydride;25753-16-6;TFBA;[4-(trifluoromethyl)benzoyl] 4-(trifluoromethyl)benzoate;4-Trifluoromethylbenzoic Anhydride;Benzoic acid, 4-(trifluoromethyl)-, anhydride;SCHEMBL779219;4-(trifluoromethyl)benzoyl 4-(trifluoromethyl)benzoate;DTXSID80375329;FNAWJOBKLWLHTA-UHFFFAOYSA-N;4-(Trifluoromethyl)benzoicanhydride;MFCD00671577;AKOS005256835;p-trifluoromethylbenzoic acid anhydride;AS-62706;Bis(4-trifluoromethylbenzoic acid)anhydride;FT-0638547;T1593;D92491;A817997;J-513919;[4-(trifluoromethyl)phenyl]carbonyl 4-(trifluoromethyl)benzoate;4-(trifluoromethyl)benzoic acid [oxo-[4-(trifluoromethyl)phenyl]methyl] ester

Chemical Property of 4-(Trifluoromethyl)benzoic anhydride

Chemical Property:

• Vapor Pressure: 2.61E-06mmHg at 25°C
• Melting Point: 130 °C
• Refractive Index: 1.486
• Boiling Point: 390.6°Cat760mmHg
• Flash Point: 183.5°C
• PSA: 43.37000
• Density: 1.427g/cm³
• LogP: 4.72140
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Moisture Sensitive
• XLogP3: 5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 4
• Exact Mass: 362.03776309
• Heavy Atom Count: 25
• Complexity: 439

Purity/Quality:

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

4-Trifluoromethylbenzoic Anhydride ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)OC(=O)C2=CC=C(C=C2)C(F)(F)F)C(F)(F)F

Technology Process of 4-(Trifluoromethyl)benzoic anhydride

There total 5 articles about 4-(Trifluoromethyl)benzoic anhydride 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: 92.0%

4-trifluoromethylbenzoic acid (455-24-3) → 4-(trifluoromethyl)benzoic anhydride (25753-16-6)

Guidance literature:

With methanesulfonyl chloride; triethylamine; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1039/c8ob00178b

Reference yield: 89.0%

4-trifluoromethylbenzoic acid (455-24-3) + 4-trifluoromethyl-phenyl acetyl chloride (329-15-7) → 4-(trifluoromethyl)benzoic anhydride (25753-16-6)

Guidance literature:

With pyridine; In dichloromethane; for 21h; Ambient temperature;

DOI:10.1246/bcsj.66.1516 DOI:10.1246/bcsj.66.3729

Reference yield: 57.6%

1-(4-(trifluoromethyl)benzoyl)piperidine-2,6-dione → 4-(trifluoromethyl)benzoic anhydride (25753-16-6)

Guidance literature:

With water; scandium tris(trifluoromethanesulfonate); In benzene; at 120 ℃; for 18h; Inert atmosphere; Schlenk technique;

DOI:10.1039/c7ob00086c

upstream raw materials:

4-trifluoromethylbenzoic acid

4-trifluoromethyl-phenyl acetyl chloride

Downstream raw materials:

S-(4-methoxyphenyl) ethanethioate

1-methyl-3-phenylpropyl 3-phenylpropanoate

N-(2-nitrophenyl)formamide

N-(2-nitrophenyl)-4-trifluoromethylbenzamide

Refernces

• 1、 Liao, Yen-Sen,Liang, Chien-Fu. "One-pot synthesis of thioesters with sodium thiosulfate as a sulfur surrogate under transition metal-free conditions". supporting information. p. 1871 - 1881. Retrieved 2018/03/23.
• 2、 Mccallum, Terry,Barriault, Louis. "Light-enabled synthesis of anhydrides and amides". . p. 2874 - 2878. Retrieved 2015/03/30.