Ethyl 4-(trifluoromethyl)-2-pyridinecarboxylate

Base Information

• Chemical Name: Ethyl 4-(trifluoromethyl)-2-pyridinecarboxylate
• CAS No.: 1171919-08-6
• Molecular Formula: C₉H₈F₃NO₂
• Molecular Weight: 219.163
• Hs Code.: 2933399990
• Mol file: 1171919-08-6.mol

Synonyms:Ethyl 4-(trifluoromethyl)-2-pyridinecarboxylate;Ethyl 4-(trifluoromethyl)pyridine-2-carboxylate;Ethyl 4-(trifluoromethyl)picolinate

Chemical Property of Ethyl 4-(trifluoromethyl)-2-pyridinecarboxylate

Chemical Property:

• PSA: 39.19000
• LogP: 2.27710
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 4-(trifluoromethyl)pyridine-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Ethyl 4-(trifluoromethyl)-2-pyridinecarboxylate

There total 2 articles about Ethyl 4-(trifluoromethyl)-2-pyridinecarboxylate 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: 78.0%

→ ethyl 4-(trifluoromethyl)picolinate (1171919-08-6)

Guidance literature:

With dihydrogen peroxide; at -20 - 0 ℃; for 0.5h;

In water; at 10 ℃; pH=8 - 9;

With ferrous(II) sulfate heptahydrate; sulfuric acid; In dichloromethane; water; at 20 ℃;

Reference yield: 31.0%

formic acid ethyl ester (109-94-4) + 2-bromo-4-(trifluoromethyl)pyridine (175205-81-9) → ethyl 4-(trifluoromethyl)picolinate (1171919-08-6)

Guidance literature:

2-bromo-4-(trifluoromethyl)pyridine; With n-butyllithium; In tetrahydrofuran; at -100 ℃; for 0.5h; Inert atmosphere; Schlenk technique;

formic acid ethyl ester; In tetrahydrofuran; at -100 - -78 ℃; for 3h; Inert atmosphere; Schlenk technique;

With iodine; potassium carbonate; In tetrahydrofuran; ethanol; at -78 - 20 ℃; for 15h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.7b04400

Reference yield:

ethyl 4-(trifluoromethyl)picolinate (1171919-08-6) → ethyl 6-chloro-4-(trifluoromethyl)picolinate (939047-74-2)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic anhydride; dihydrogen peroxide; urea / dichloromethane / 16 h / 20 °C

2: trichlorophosphate / 0.5 h / Reflux

With dihydrogen peroxide; urea; trifluoroacetic anhydride; trichlorophosphate; In dichloromethane;

upstream raw materials:

formic acid ethyl ester

2-bromo-4-(trifluoromethyl)pyridine

Downstream raw materials:

ethyl 6-chloro-4-(trifluoromethyl)picolinate

Refernces

• 1、 -. "PHOTO-OXIDANTS FOR ENERGY CONVERSION AND CATALYSTS AND SYSTEMS AND METHODS OF USING SAME". Paragraph 0095; 0097-0099. . Retrieved 2019/05/18.