Tert-butyl 4-(trifluoromethyl)benzoate

Base Information

• Chemical Name: Tert-butyl 4-(trifluoromethyl)benzoate
• CAS No.: 196934-20-0
• Molecular Formula: C12H13F3O2
• Molecular Weight: 246.229
• DSSTox Substance ID: DTXSID00443796
• Nikkaji Number: J898.160D
• Wikidata: Q82261747
• ChEMBL ID: CHEMBL4092244
• Mol file: 196934-20-0.mol

Synonyms:Tert-butyl 4-(trifluoromethyl)benzoate;196934-20-0;Benzoic acid, 4-(trifluoromethyl)-, 1,1-dimethylethyl ester;CHEMBL4092244;SCHEMBL11887279;DTXSID00443796;PIEAJQRJRYBARO-UHFFFAOYSA-N;Tert-butyl4-(trifluoromethyl)benzoate;AKOS013211623;4-Trifluoromethyl-benzoic acid tert-butyl ester;E83177;EN300-174756;4-(Trifluoromethyl)benzoic acid tert-butyl ester

Chemical Property of Tert-butyl 4-(trifluoromethyl)benzoate

Chemical Property:

• PSA: 26.30000
• LogP: 3.66070
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 246.08676414
• Heavy Atom Count: 17
• Complexity: 271

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Tert-butyl 4-(trifluoromethyl)benzoate

There total 10 articles about Tert-butyl 4-(trifluoromethyl)benzoate 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%

acetic acid tert-butyl ester (540-88-5) + methyl 4-(trifluoromethyl)benzoate (2967-66-0) → 4-(trifluoromethyl)benzoic acid t-butyl ester (196934-20-0)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; Ambient temperature;

DOI:10.1021/jo971138b

Reference yield: 81.0%

di-tert-butyl dicarbonate (24424-99-5) + 4-trifluoromethylphenylboronic acid pinacol ester (214360-65-3) → 4-(trifluoromethyl)benzoic acid t-butyl ester (196934-20-0)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; In 1,4-dioxane; at 80 ℃; for 12h; Inert atmosphere; Green chemistry;

DOI:10.1039/c4gc02443e

Reference yield: 78.0%

tert.-butylhydroperoxide (75-91-2) + 4-(Trifluoromethyl)phenylacetonitrile (2338-75-2) → 4-(trifluoromethyl)benzoic acid t-butyl ester (196934-20-0)

Guidance literature:

In water; acetonitrile; at 60 ℃; for 16h; Molecular sieve; Schlenk technique; Inert atmosphere;

DOI:10.1039/c6ra20966a

upstream raw materials:

4-trifluoromethyl-phenyl acetyl chloride

tert-butyl alcohol

acetic acid tert-butyl ester

methyl 4-(trifluoromethyl)benzoate

Downstream raw materials:

methyl 4-(trifluoromethyl)benzoate

4-trifluoromethyl-phenyl acetyl chloride

tert-butyl 4-methylbenzoate

Refernces

• 1、 Degennaro, Leonardo,Maggiulli, Daniela,Carlucci, Claudia,Fanelli, Flavio,Romanazzi, Giuseppe,Luisi, Renzo. "A direct and sustainable synthesis of tertiary butyl esters enabled by flow microreactors". supporting information. p. 9554 - 9557. Retrieved 2016/08/01.
• 2、 Ghosh, Kajari,Molla, Rostam Ali,Iqubal, Md. Asif,Islam. "A mesoporous organosilica grafted Pd catalyst (MOG-Pd) for efficient base free and phosphine free synthesis of tertiary butyl esters via tertiary-butoxycarbonylation of boronic acid derivatives without using carbon monoxide". . p. 3540 - 3551. Retrieved 2015/06/25.