5-(TRIFLUOROMETHYL)PYRIDIN-2-YL]ACETONITRILE

Base Information

• Chemical Name: 5-(TRIFLUOROMETHYL)PYRIDIN-2-YL]ACETONITRILE
• CAS No.: 939793-18-7
• Molecular Formula: C₈H₅F₃N₂
• Molecular Weight: 186.136
• Hs Code.: 2933399990
• Mol file: 939793-18-7.mol

Synonyms:2-[5-(trifluoromethyl)-2-pyridyl]acetonitrile;[5-(Trifluoromethyl)pyridin-2-yl]acetonitrile;2-pyridineacetonitrile, 5-(trifluoromethyl)-;5-(Trifluoromethyl)pyridine-2-acetonitrile;

Chemical Property of 5-(TRIFLUOROMETHYL)PYRIDIN-2-YL]ACETONITRILE

Chemical Property:

• Boiling Point: 236.4 °C at 760 mmHg
• PKA: 0.75±0.22(Predicted)
• Flash Point: 96.7 °C
• PSA: 36.68000
• Density: 1.307 g/cm³
• LogP: 2.16648
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%Min ^*data from raw suppliers

2-(5-(Trifluoromethyl)pyridin-2-yl)acetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-(TRIFLUOROMETHYL)PYRIDIN-2-YL]ACETONITRILE

There total 3 articles about 5-(TRIFLUOROMETHYL)PYRIDIN-2-YL]ACETONITRILE 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: 82.0%

cyanoacetic acid tert-butyl ester (1116-98-9) + 2-chloro-5-trifluoromethylpyridine (52334-81-3) → 2-(5-(trifluoromethyl)pyridin-2-yl)acetonitrile (939793-18-7)

Guidance literature:

cyanoacetic acid tert-butyl ester; With sodium hydride; In dimethyl sulfoxide; at 20 ℃; for 0.5h; Inert atmosphere;

2-chloro-5-trifluoromethylpyridine; In dimethyl sulfoxide; at 120 ℃; for 2h; Inert atmosphere;

With toluene-4-sulfonic acid; In acetonitrile; for 1h; Reflux;

Reference yield:

tert-butyl 2-cyano-2-[5-(trifluoromethyl)pyridin-2-yl]acetate (941133-76-2) → 2-(5-(trifluoromethyl)pyridin-2-yl)acetonitrile (939793-18-7)

Guidance literature:

With toluene-4-sulfonic acid; In acetonitrile; for 1h; Reflux;

Reference yield:

2-chloro-5-trifluoromethylpyridine (52334-81-3) → 2-(5-(trifluoromethyl)pyridin-2-yl)acetonitrile (939793-18-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / dimethyl sulfoxide; mineral oil / 1.5 h / 20 °C / Inert atmosphere

1.2: 3 h / 120 °C / Inert atmosphere

2.1: toluene-4-sulfonic acid / acetonitrile / 1 h / Reflux

With sodium hydride; toluene-4-sulfonic acid; In dimethyl sulfoxide; acetonitrile; mineral oil;

upstream raw materials:

2-chloro-5-trifluoromethylpyridine

tert-butyl 2-cyano-2-[5-(trifluoromethyl)pyridin-2-yl]acetate

cyanoacetic acid tert-butyl ester

Refernces

• 1、 Nishigaya, Yosuke,Umei, Kentaro,Yamamoto, Eri,Kohno, Yasushi,Seto, Shigeki. "Direct access to 2-aminopyrazolo[1,5-a]pyridines via N-amination/cyclization reactions of 2-pyridineacetonitriles". . p. 5963 - 5966. Retrieved 2014/12/11.