4-(Trifluoromethyl)nicotinic acid Chemical Properties

Melting point:

146-148 °C(lit.)

Boiling point:

290.4±40.0 °C(Predicted)

Density 

1.484±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

DMSO (Slightly), Methanol (Slightly)

pka

2.50±0.36(Predicted)

form 

Solid

color 

Pale Yellow to Dark Yellow

InChIKey

LMRJHNFECNKDKH-UHFFFAOYSA-N

CAS DataBase Reference

158063-66-2(CAS DataBase Reference)

EPA Substance Registry System

3-Pyridinecarboxylic acid, 4-(trifluoromethyl)- (158063-66-2)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-37/39

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

2933399990

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

4-(Trifluoromethyl)nicotinic acid Usage And Synthesis

Uses

4-(Trifluoromethyl)-3-Pyridinecarboxylic Acid is a useful synthetic intermediate. It can be used to prepare pyridine carboxamides as palm site inhibitors of HCV NS5B polymerase. It can also be used to synthesize pyrazolylcarboxanilides as Ca2+ release-activated Ca2+ (CRAC) channel inhibitors.

Application

4-(Trifluoromethyl)nicotinic acid is a trifluoromethyl-containing aromatic compound with unique biological activity, which can be used as a precursor material for the preparation of other pesticides or medicines. 4-(Trifluoromethyl)nicotinic acid is a key intermediate of flonicamid, a highly effective insecticide.

Preparation

synthesis of 4-(Trifluoromethyl)nicotinic acid: add 5g (0.0192mol) Methyl 2,6-dichloro-4-(trifluoromethyl)nicotinate in turn to a 100mL three-necked flask, 0.3g of 10% Pd/C (water content 63.45%) ), 5.25g (0.0389mol) CH3COONa 3H2O and 20mL ethanol, after stirring and dissolving, nitrogen was replaced 3 times to discharge air, after hydrogen replacement 2 times, the reaction was stirred at room temperature for 8h under a hydrogen atmosphere until no hydrogen was absorbed to complete the reaction, and suction filtration was recovered. Palladium carbon, washed the filter cake 3 times with ethanol, the filtrate was rotary evaporated to remove the solvent, added 20 mL of water to the obtained solid, fully shaken to dissolve it, added hydrochloric acid to adjust pH=2～3, extracted 3 times with ethyl acetate, The organic phases were combined and washed three times with saturated brine, dried over anhydrous sodium sulfate, and rotary-evaporated to obtain 3.3 g of a pale yellow solid with a yield of 90.4%.

Definition

ChEBI: 4-(trifluoromethyl)nicotinic acid is a member of pyridines and an aromatic carboxylic acid.

4-(Trifluoromethyl)nicotinic acid(158063-66-2)Related Product Information

• Chromium picolinate
• 2-Chloro-4-(trifluoromethyl)pyridine
• Zinc picolinate
• 2-(Trifluoromethyl)pyridine
• Lithium trifluoromethanesulfonate
• 3-Picoline
• Benzotrifluoride
• 2-Picolinic acid
• 4-Trifluoromethylbenzyl chloride
• 3-(Trifluoromethyl)benzaldehyde
• Pyridine
• 4-(Trifluoromethyl)pyridine
• 3-Trifluoromethylpyridine
• (Trifluoromethyl)trimethylsilane
• 4-Aminobenzotrifluoride
• 3-(Trifluoromethyl)cinnamic acid
• Nicotinic acid
• Trifluoromethanesulfonic acid