Methyl 2-(trifluoromethyl)benzoate

Base Information

• Chemical Name: Methyl 2-(trifluoromethyl)benzoate
• CAS No.: 344-96-7
• Molecular Formula: C9H7 F3 O2
• Molecular Weight: 204.149
• Hs Code.: 2916399090
• European Community (EC) Number: 671-208-2
• DSSTox Substance ID: DTXSID20955947
• Nikkaji Number: J702.173I
• Wikidata: Q72491983
• Mol file: 344-96-7.mol

Synonyms:Methyl 2-(trifluoromethyl)benzoate;344-96-7;methyl o-trifluoromethylbenzoate;methyl 2-trifluoromethylbenzoate;Benzoic acid, (trifluoromethyl)-, methyl ester;SCHEMBL45490;AMY801;JLCAMDSWNZBTEE-UHFFFAOYSA-;DTXSID20955947;FXUASDWKUJBTGK-UHFFFAOYSA-N;MFCD00236050;AKOS008908779;PS-8145;2-trifluoromethylbenzoic acid methyl ester;2-trifluoromethyl-benzoic acid methyl ester;2-(Trifluoromethyl)benzoic Acid Methyl Ester;2-(Trifluoromethyl)benzoic acid-methyl ester;CS-0128404;FT-0608959;M2475;Methyl alpha,alpha,alpha-Trifluoro-o-toluate;D91603;InChI=1/C9H7F3O2/c1-14-8(13)6-4-2-3-5-7(6)9(10,11)12/h2-5H,1H3

Chemical Property of Methyl 2-(trifluoromethyl)benzoate

Chemical Property:

• Refractive Index: 1.455
• Boiling Point: 98-100 ºC (15 mmHg)
• Flash Point: 139.7°C
• PSA: 26.30000
• Density: 1.492g/cm³
• LogP: 2.49200
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 204.03981395
• Heavy Atom Count: 14
• Complexity: 213

Purity/Quality:

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

Methyl 2-(Trifluoromethyl)benzoate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/38-36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=CC=C1C(F)(F)F

Technology Process of Methyl 2-(trifluoromethyl)benzoate

There total 33 articles about Methyl 2-(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: 99.2%

methanol (67-56-1) + 2-(trifluoromethyl)benzoyl fluoride (312-96-9) → 2-trifluoromethyl-benzoic acid methyl ester (344-96-7)

Guidance literature:

at 42 - 65 ℃; for 6h;

Reference yield: 96.0%

methanol (67-56-1) + 2-Trifluoromethylbenzaldehyde (447-61-0) → 2-trifluoromethyl-benzoic acid methyl ester (344-96-7)

Guidance literature:

methanol; With 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,4-dimethyl-1,2,4-triazolium iodide; In tetrahydrofuran; for 0.0833333h; Inert atmosphere;

2-Trifluoromethylbenzaldehyde; With 3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

Reference yield: 96.0%

o-iodo-methyl-benzoic acid (610-97-9) + potassium trimethoxy(trifluoromethyl)boranuide → 2-trifluoromethyl-benzoic acid methyl ester (344-96-7)

Guidance literature:

With copper(l) iodide; 1,10-Phenanthroline; In dimethyl sulfoxide; at 60 ℃; for 16h; Inert atmosphere;

DOI:10.1002/chem.201002749

upstream raw materials:

methanol

2-trifluoromethylbenzoic acid

2-Trifluoromethylbenzaldehyde

methyl chlorobenzoate

Downstream raw materials:

2-hydroxy-6-trifluoromethylbenzoic acid methyl ester

(2-(trifluoromethyl)phenyl)methanol

dimethyl [2-(2-trifluoromethylphenyl)-2-oxoethyl]phosphonate

2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-6-trifluoropmethylbenzoic acid methyl ester

Refernces

• 1、 Zhao, Xiangbo,MacMillan, David W. C.. "Metallaphotoredox Perfluoroalkylation of Organobromides". supporting information. p. 19480 - 19486. Retrieved 2020/12/18.
• 2、 Cantillo, David,Jud, Wolfgang,Kappe, C. Oliver,Maljuric, Snjezana. "Cathodic C-H Trifluoromethylation of Arenes and Heteroarenes Enabled by an in Situ-Generated Triflyltriethylammonium Complex". supporting information. . Retrieved 2019/10/08.