216431-85-5

Basic information

• Product Name: 6-(Trifluoromethyl)nicotinonitrile
• Synonyms: 6-(TRIFLUOROMETHYL)NICOTINONITRILE;5-CYANO-2-(TRIFLUOROMETHYL)PYRIDINE;2-TRIFLUOROMETHYL-5-CYANOPYRIDINE;6-(Trifluoromethyl)nicotinonitrile 98%;3-CYANO-6-TRIFLUOROMETHYLPYRIDINE;6-(Trifluoromethyl)nicotinonitrile98%;6-(Trifluoromethyl)pyridine-3-carbonitrile;5-Cyano-2-(trifluoromethyl)pyridine, 6-(Trifluoromethyl)pyridine-3-carbonitrile
• CAS NO: 216431-85-5
• Molecular Formula: C₇H₃F₃N₂
• Molecular Weight: 172.11
• EINECS: -0
• Product Categories: Pyridine Series;Boron, Nitrile, Thio,& TM-Cpds;Heterocycles;Pyridines;C7 and C8;Heterocyclic Building Blocks
• Mol File: 216431-85-5.mol
• Article Data: 1

Chemical Properties

• Melting Point: 37-41 °C(lit.)
• Boiling Point: 37-40°C 0,3mm
• Flash Point: 180 °F
• Appearance: /
• Density: 1.37 g/cm³
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: -2.89±0.22(Predicted)
• BRN: 8199624
• CAS DataBase Reference: 6-(Trifluoromethyl)nicotinonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 6-(Trifluoromethyl)nicotinonitrile(216431-85-5)
• EPA Substance Registry System: 6-(Trifluoromethyl)nicotinonitrile(216431-85-5)

Safety Data

• Hazard Codes: T+,Xi
• Statements: 28-37/38-41-43
• Safety Statements: 26-28-36/37/39-45
• RIDADR: UN 2811 6.1/PG 2
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 216431-85-5(Hazardous Substances Data)

Usage

Uses

6-(Trifluoromethyl)nicotinonitrile can be used as CS-1R inhibitors.

InChI:InChI=1/C7H7BF3.K/c1-6-2-4-7(5-3-6)8(9,10)11;/h2-5H,1H3;/q-1;+1

Upstream product

• 100-54-9 pyridine-3-carbonitrile 
• 81290-20-2 (trifluoromethyl)trimethylsilane 

Downstream Products

• 231291-22-8 6-trifluoromethylnicotinic acid 
• 1071435-62-5 (S)-1-[(6-trifluoromethyl)pyridine-3-yl]ethan-1-amine 
• 1071435-61-4 (1R)-1-[6-(trifluoromethyl)pyridin-3-yl]ethan-1-aminium chloride 
• 886364-82-5 (±)-1-[(6-trifluoromethyl)pyridine-3-yl]ethan-1-amine 
• 358780-14-0 1-[(6-trifluoromethyl)-pyridine-3-yl]ethan-1-one 
• 935520-36-8 2-(4-chlorophenyl)-6-(trifluoromethyl)nicotinonitrile 
• 935520-39-1 2-(4-fluorophenyl)-6-(trifluoromethyl)nicotinonitrile 
• 935520-37-9 2-phenyl-6-(trifluoromethyl)nicotinonitrile 
• 386715-35-1 6-(trifluoromethyl)pyridine-3-carboxamide 

Relevant articles and documents

4-Position-Selective C-H Perfluoroalkylation and Perfluoroarylation of Six-Membered Heteroaromatic Compounds

The first 4-position-selective C-H perfluoroalkylation and perfluoroarylation of six-membered heteroaromatic compounds were achieved using nucleophilic perfluoroalkylation and perfluoroarylation reagents. The regioselectivity was controlled by electrophilically activating the heteroaromatic rings, while sterically hindering the 2-position, with a sterically bulky borane Lewis acid. The reaction proceeded in good yield, even in gram scale, and by a sequential reaction without isolating the intermediates. This reaction could be applied to late-stage trifluoromethylation of a bioactive compound.