2-Chloro-5-(trifluoromethyl)nicotinonitrile

Base Information

• Chemical Name: 2-Chloro-5-(trifluoromethyl)nicotinonitrile
• CAS No.: 624734-22-1
• Molecular Formula: C7H2ClF3N2
• Molecular Weight: 206.55
• Hs Code.: 2933399990
• DSSTox Substance ID: DTXSID00602129
• Wikidata: Q82499074
• Mol file: 624734-22-1.mol

Synonyms:2-Chloro-5-(trifluoromethyl)nicotinonitrile;624734-22-1;2-CHLORO-5-(TRIFLUOROMETHYL)PYRIDINE-3-CARBONITRILE;2-CHLORO-5-TRIFLUOROMETHYL-NICOTINONITRILE;3-Pyridinecarbonitrile, 2-chloro-5-(trifluoromethyl)-;SCHEMBL2634852;AMY6372;DTXSID00602129;MFCD10697685;AKOS016003460;AB60237;AC-29085;DS-15859;2-Chloro-3-cyano-5-trifluoromethylpyridine;2-chloro-3-cyano-5trifluoromethyl-pyridine;DB-073125;CS-0131565;EN300-3232208;A868466;2-CHLORO-3-CYANO-5-(TRIFLUOROMETHYL)PYRIDINE

Chemical Property of 2-Chloro-5-(trifluoromethyl)nicotinonitrile

Chemical Property:

• Boiling Point: 251.6±35.0 °C(Predicted)
• PKA: -4.88±0.10(Predicted)
• PSA: 36.68000
• Density: 1.51±0.1 g/cm3(Predicted)
• LogP: 2.62548
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 205.9858603
• Heavy Atom Count: 13
• Complexity: 232

Purity/Quality:

99% ^*data from raw suppliers

2-chloro-5-(trifluoromethyl)nicotinonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Chloro-5-(trifluoromethyl)nicotinonitrile

There total 8 articles about 2-Chloro-5-(trifluoromethyl)nicotinonitrile 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: 87.0%

2-hydroxy-5-(trifluoromethyl)nicotinonitrile → 2-chloro-5-(trifluoromethyl)pyridine-3-carbonitrile (624734-22-1)

Guidance literature:

2-hydroxy-5-(trifluoromethyl)nicotinonitrile; With quinoline; trichlorophosphate; In quinoline; for 3h; Heating / reflux;

With water; sodium hydrogencarbonate; at 20 ℃;

Reference yield:

2-chloro-5-(trifluoromethyl)pyridine-3-carboxamide (1279217-36-5) → 2-chloro-5-(trifluoromethyl)pyridine-3-carbonitrile (624734-22-1)

Guidance literature:

With triethylamine; trifluoroacetic anhydride; In dichloromethane; at 0 ℃; for 1.5h; Inert atmosphere;

Reference yield:

2-hydroxy-5-(trifluoromethyl)nicotinaldehyde (129904-48-9) → 2-chloro-5-(trifluoromethyl)pyridine-3-carbonitrile (624734-22-1)

Guidance literature:

Multi-step reaction with 2 steps

1: hydroxylamine hydrochloride; sodium formate / formic acid / 168 h / 20 °C / Heating / reflux

2: quinoline; trichlorophosphate / 3 h / Heating / reflux

With quinoline; hydroxylamine hydrochloride; sodium formate; trichlorophosphate; In formic acid;

upstream raw materials:

2-chloro-5-(trifluoromethyl)pyridine-3-carbonyl chloride

2-chloro-5-trifluoromethylpyridine

2-chloro-5-(trifluoromethyl)pyridine-3-carboxamide

2-chloro-5-(trifluoromethyl)pyridine-3-carboxylic acid

Downstream raw materials:

3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,6-naphthyridine

tert-butyl 3-(trifluoromethyl)-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate

Refernces

• 1、 -. "COMPOUNDS AND USE THEREOF IN THE EXPANSION OF STEM CELLS AND/OR PROGENITOR CELLS". . . Retrieved 2019/05/22.
• 2、 -. "CYCLOHEXYL-AZETIDINYL ANTAGONISTS OF CCR2". . . Retrieved 2012/01/03.