Methyl 2-(trifluoromethyl)nicotinate

Base Information

• Chemical Name: Methyl 2-(trifluoromethyl)nicotinate
• CAS No.: 136483-17-5
• Molecular Formula: C₈H₆F₃NO₂
• Molecular Weight: 205.136
• DSSTox Substance ID: DTXSID40593229
• Nikkaji Number: J3.296.041C
• Wikidata: Q72492033
• Mol file: 136483-17-5.mol

Synonyms:136483-17-5;METHYL 2-(TRIFLUOROMETHYL)NICOTINATE;methyl 2-(trifluoromethyl)pyridine-3-carboxylate;2-Trifluoromethyl-nicotinic acid methyl ester;3-Pyridinecarboxylic acid, 2-(trifluoromethyl)-, methyl ester;methyl 2-(trifluoromethyl)-3-pyridinecarboxylate;2-(Trifluoromethyl)nicotinic acid methyl ester;Methyl 2-trifluoromethylnicotinate;SCHEMBL844529;AMY3263;DTXSID40593229;Methyl2-(trifluoromethyl)nicotinate;MFCD12828079;AKOS015891518;AC-9574;BS-20683;DB-028209;CS-0210844;A26206;F15015

Chemical Property of Methyl 2-(trifluoromethyl)nicotinate

Chemical Property:

• Vapor Pressure: 0.138mmHg at 25°C
• Boiling Point: 216.7ºC at 760 mmHg
• PKA: -1.48±0.22(Predicted)
• Flash Point: 84.8ºC
• PSA: 39.19000
• Density: 1.331g/cm3
• LogP: 1.88700
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 205.03506292
• Heavy Atom Count: 14
• Complexity: 217

Purity/Quality:

99% ^*data from raw suppliers

Methyl2-(trifluoromethyl)nicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 2-(trifluoromethyl)nicotinate

There total 7 articles about Methyl 2-(trifluoromethyl)nicotinate 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: 91.0%

2-bromonicotinic acid methyl ester (52718-95-3) + trifluoromethylcopper(I) (77152-08-0) → methyl 2-trifluoromethyl-3-pyridinecarboxylate (136483-17-5)

Guidance literature:

With triethylamine tris(hydrogen fluoride); In N,N-dimethyl-formamide; at 23 ℃; for 12h; Inert atmosphere;

DOI:10.1021/jo401423h

Reference yield: 70.0%

2-bromonicotinic acid methyl ester (52718-95-3) + (1,10-phenanthroline)(trifluoromethyl)copper (I) → methyl 2-trifluoromethyl-3-pyridinecarboxylate (136483-17-5)

Guidance literature:

In N,N-dimethyl-formamide; at 80 ℃; for 8h; Sealed tube; Inert atmosphere;

DOI:10.1021/ol500422t

Reference yield: 47.0%

1-(p-methoxybenzyl)-2-trifluoromethyl-3-methoxycarbonyl-1,2-dihydropyridine (946137-10-6) → methyl 2-trifluoromethyl-3-pyridinecarboxylate (136483-17-5)

Guidance literature:

With ammonium cerium(IV) nitrate; In methanol; at 20 ℃;

DOI:10.1021/jo0703552

upstream raw materials:

diazomethane

carbon dioxide

2-(trifluoromethyl)pyridine

1-(p-methoxybenzyl)-2-trifluoromethyl-3-methoxycarbonyl-1,2-dihydropyridine

Downstream raw materials:

3-(chloromethyl)-2-(trifluoromethyl)pyridine

O-ethyl S-((2-(trifluoromethyl)pyridin-3-yl)methyl)carbonodithioate

(2-(trifluoromethyl)pyridin-3-yl)methanol