4-(Trifluoromethyl)picolinonitrile

Base Information

• Chemical Name: 4-(Trifluoromethyl)picolinonitrile
• CAS No.: 936841-69-9
• Molecular Formula: C7H3 F3 N2
• Molecular Weight: 172.109
• Hs Code.: 2933399090
• European Community (EC) Number: 895-926-2
• DSSTox Substance ID: DTXSID00604966
• Wikidata: Q72459273
• Mol file: 936841-69-9.mol

Synonyms:4-(Trifluoromethyl)picolinonitrile;936841-69-9;2-Cyano-4-(trifluoromethyl)pyridine;4-(Trifluoromethyl)pyridine-2-carbonitrile;4-Trifluoromethyl-pyridine-2-carbonitrile;MFCD09038236;2-Cyano-4-trifluoromethylpyridine;4-(Trifluoromethyl)-2-pyridinecarbonitrile;SCHEMBL2334808;AMY3072;DTXSID00604966;AKOS005071710;AB49537;AD-2052;CS-W006563;4-trifluoromethylpyridine-2-carbonitrile;AC-29114;SY101398;DB-079652;EN300-6477655;A853519;J-513931;4-Trifluoromethylpicolinonitrile;2-cyano-4-(trifluoromethyl)pyridine

Chemical Property of 4-(Trifluoromethyl)picolinonitrile

Chemical Property:

• Boiling Point: 237.3±35.0 °C(Predicted)
• PKA: -2.68±0.10(Predicted)
• PSA: 36.68000
• Density: 1.37±0.1 g/cm3(Predicted)
• LogP: 1.97208
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 172.02483259
• Heavy Atom Count: 12
• Complexity: 202

Purity/Quality:

NLT 98% ^*data from raw suppliers

4-(Trifluoromethyl)picolinonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C=C1C(F)(F)F)C#N

Technology Process of 4-(Trifluoromethyl)picolinonitrile

There total 3 articles about 4-(Trifluoromethyl)picolinonitrile 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: 72.0%

4-trifluoromethylpyridine (3796-24-5) + trimethylsilyl cyanide (7677-24-9) → 4-(trifluoromethyl)pyridine-2-carbonitrile (936841-69-9)

Guidance literature:

4-trifluoromethylpyridine; With trifluoromethylsulfonic anhydride; In chloroform; at 20 ℃; for 1h; Inert atmosphere; Sealed tube;

trimethylsilyl cyanide; In chloroform; at 60 ℃; for 3h; Inert atmosphere; Sealed tube;

With 4-methyl-morpholine; In chloroform; at 60 ℃; for 17h; Inert atmosphere; Sealed tube;

DOI:10.1002/chem.201703931

Reference yield:

trimethylsilyl cyanide (7677-24-9) + 1-oxido-4-(trifluoromethyl)pyridin-1-ium (22253-59-4) → 4-(trifluoromethyl)pyridine-2-carbonitrile (936841-69-9)

Guidance literature:

With triethylamine; In acetonitrile; at 90 ℃; for 20h;

Reference yield:

4-trifluoromethylpyridine (3796-24-5) → 4-(trifluoromethyl)pyridine-2-carbonitrile (936841-69-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C

2: triethylamine / acetonitrile / 90 °C

With triethylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetonitrile;

upstream raw materials:

trimethylsilyl cyanide

1-oxido-4-(trifluoromethyl)pyridin-1-ium

4-trifluoromethylpyridine

Downstream raw materials:

(4-(trifluoromethyl)pyridin-2-yl)methanamine

(3aR,8aS)-2-(4-(trifluoromethyl)pyridin-2-yl)-8,8a-dihydro-3aH-indeno[1,2-d]oxazole

1-(3-fluoro-5-(trifluoromethyl)phenyl)-2-phenyl-1-(4-(trifluoromethyl)pyridin-2-yl)ethanamine

4-(trifluoromethyl)pyridine-2-carbonyl chloride

Refernces

• 1、 -. "AMINOPYRAZINE COMPOUNDS WITH A2A ANTAGONIST PROPERTIES". Paragraph 0208. . Retrieved 2016/06/21.
• 2、 -. "PYRIDINE COMPOUND, PESTICIDAL COMPOSITION AND METHOD OF CONTROLLING PEST". Page/Page column 117. . Retrieved 2009/06/27.