Methyl 5-(trifluoromethyl)pyridine-2-carboxylate

Base Information

• Chemical Name: Methyl 5-(trifluoromethyl)pyridine-2-carboxylate
• CAS No.: 124236-37-9
• Molecular Formula: C8H6 F3 N O2
• Molecular Weight: 205.136
• Hs Code.: 2933399090
• European Community (EC) Number: 675-787-2
• DSSTox Substance ID: DTXSID50597233
• Wikidata: Q82492740
• Mol file: 124236-37-9.mol

Synonyms:124236-37-9;Methyl 5-(trifluoromethyl)pyridine-2-carboxylate;methyl 5-(trifluoromethyl)picolinate;2-Pyridinecarboxylic acid, 5-(trifluoromethyl)-, methyl ester;5-Trifluoromethyl-pyridine-2-carboxylic acid methyl ester;5-TRIFLUOROMETHYL-PYRIDINE-2-CARBOXYLICACIDMETHYLESTER;MFCD08741523;5-trifluoromethylpyridine-2-carboxylic acid methyl ester;Methyl 5-(Trifluoromethyl)-2-Pyridinecarboxylate;Methyl5-(trifluoromethyl)picolinate;SCHEMBL472553;AMY1767;DTXSID50597233;BCP11638;BBL101053;STL554847;AKOS005255958;AB48792;CS-W015384;AC-27889;AS-30460;SY022681;A2620;EN300-131063;J-522423;METHYL 5-(TRIFLUOROMETHYL)PYRIDIN-CARBOXYLATE;METHYL 5-(TRIFLUOROMETHYL)PYRIDIN-2-CARBOXYLATE;5-(Trifluoromethyl)-pyridine-2-carboxylic acid methyl ester;5-Trifluoromethyl-pyridine-2-carboxylic acid methyl ester, AldrichCPR

Chemical Property of Methyl 5-(trifluoromethyl)pyridine-2-carboxylate

Chemical Property:

• Vapor Pressure: 0.0249mmHg at 25°C
• Refractive Index: 1.446
• Boiling Point: 248°Cat760mmHg
• PKA: -0.73±0.10(Predicted)
• Flash Point: 103.8°C
• PSA: 39.19000
• Density: 1.331g/cm³
• LogP: 1.88700
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.9
• 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:

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

Methyl5-(Trifluoromethyl)pyridine-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 22-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 5-(trifluoromethyl)pyridine-2-carboxylate

There total 8 articles about Methyl 5-(trifluoromethyl)pyridine-2-carboxylate 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: 100.0%

methanol (67-56-1) + carbon monoxide (201230-82-2) + 2-bromo-5-(trifluoromethyl)pyridine (50488-42-1) → 5-(trifluoromethyl)-pyridine-2-carboxylic acid methyl ester (124236-37-9)

Guidance literature:

With triethylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; at 80 ℃; for 3h; under 3102.97 Torr;

Reference yield: 84.0%

methanol (67-56-1) + 5-(trifluoromethyl)picolinic acid (80194-69-0) → 5-(trifluoromethyl)-pyridine-2-carboxylic acid methyl ester (124236-37-9)

Guidance literature:

With thionyl chloride; Reflux;

Reference yield: 79.0%

methanol (67-56-1) + carbon monoxide (201230-82-2) + 2-chloro-5-trifluoromethylpyridine (52334-81-3) → 5-(trifluoromethyl)-pyridine-2-carboxylic acid methyl ester (124236-37-9) + 5-(trifluoromethyl)picolinic acid (80194-69-0)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; triethylamine; n-butyl-diphenylphosphane; at 120 ℃; for 3h; under 2280.15 Torr; Autoclave;

upstream raw materials:

methanol

carbon monoxide

2-bromo-5-(trifluoromethyl)pyridine

5-(trifluoromethyl)picolinic acid

Downstream raw materials:

2-hydroxymethyl-5-trifluoromethylpyridine

2-(bromomethyl)-5-(trifluoromethyl)pyridine

6-methoxy-5-(trifluoromethyl)pyridine-2-carbaldehyde

methyl 5-(trifluoromethyl)-6-oxo-1,6-dihydropyridine-2-carboxylate

Refernces

• 1、 -. "Synthesis of Esters by Functionalisation of CO2". Paragraph 0129. . Retrieved 2017/09/06.
• 2、 -. "AMIDE COMPOUND OR SALT THEREOF, AGRICULTURAL AND HORTICULTURAL INSECTICIDE AND MICROBICIDE COMPRISING THE COMPOUND, AND METHOD FOR USING THE INSECTICIDE AND MICROBICIDE". Paragraph 0150; 0151. . Retrieved 2017/04/15.