Benzoic acid, 4-(trifluoromethyl)-, phenyl ester

Base Information

• Chemical Name: Benzoic acid, 4-(trifluoromethyl)-, phenyl ester
• CAS No.: 106376-16-3
• Molecular Formula: C14H9F3O2
• Molecular Weight: 266.219
• Mol file: 106376-16-3.mol

Synonyms:4-(trifluoromethyl)benzoate;phenyl 4-(trifluoromethyl)benzoate;4-Trifluoromethyl-benzoic acid phenyl ester;phenyl 4-trifluoromethylbenzoate;

Chemical Property of Benzoic acid, 4-(trifluoromethyl)-, phenyl ester

Chemical Property:

• Melting Point: 90.4 °C
• PSA: 26.30000
• LogP: 3.92460

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzoic acid, 4-(trifluoromethyl)-, phenyl ester

There total 23 articles about Benzoic acid, 4-(trifluoromethyl)-, phenyl ester 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: 93.0%

p-trifluoromethylphenyl bromide (402-43-7) + phenyl formate (1864-94-4) → p-trifluoromethylbenzoic acid phenyl ester (106376-16-3)

Guidance literature:

With palladium diacetate; triethylamine; tri tert-butylphosphoniumtetrafluoroborate; In acetonitrile; at 80 ℃; Inert atmosphere;

DOI:10.1021/ol301192s

Reference yield: 91.0%

carbon monoxide (201230-82-2) + 4-chlorobenzotrifluoride (98-56-6) + phenol (108-95-2,27073-41-2) → p-trifluoromethylbenzoic acid phenyl ester (106376-16-3)

Guidance literature:

With 1,3-bis(dicyclohexylphosphino)propane bis(tetrafluoroborate) salt; palladium diacetate; potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 6h; under 760.051 Torr; Molecular sieve;

DOI:10.1021/jo800907e

Reference yield: 91.0%

4-trifluoromethylbenzoic acid (455-24-3) + phenol (108-95-2,27073-41-2) → p-trifluoromethylbenzoic acid phenyl ester (106376-16-3)

Guidance literature:

With dmap; di-2-thienyl carbonate; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1246/bcsj.78.1508

upstream raw materials:

4-trifluoromethyl-phenyl acetyl chloride

phenol

4-trifluoromethylbenzoic acid

carbon monoxide

Downstream raw materials:

4-methylbenzotrifluoride

phenyl(4-trifluoromethylphenyl)amine

N-phenyl 4-trifluoromethylbenzamide

morpholino(4-(trifluoromethyl)phenyl)methanone

Refernces

• 1、 Ramanjaneyulu, Bandaru T.,Pareek, Manish,Reddy, Virsinha,Vijaya Anand. "Direct esterification of aromatic aldehydes with tetraphenylphosphonium bromide under oxidative N-heterocyclic carbene catalysis". . p. 431 - 437. Retrieved 2014.
• 2、 Shi, Yijun,Liu, Xuejing,Cao, Han,Bie, Fusheng,Han, Ying,Yan, Peng,Szostak, Roman,Szostak, Michal,Liu, Chengwei. "Conversion of esters to thioesters under mild conditions". supporting information. p. 2991 - 2996. Retrieved 2021/04/14.
• 3、 Guo, Jiarui,Liu, Lantao,Wang, Tao,Wang, Yanqing,Xu, Kai,Zhang, Yuheng. "Transition-Metal-Free DMAP-Mediated Aromatic Esterification of Amides with Organoboronic Acids". supporting information. p. 3274 - 3277. Retrieved 2021/06/26.