4-(Trifluoromethyl)nicotinic acid

Synonym(s):4-(Trifluoromethyl)nicotinic acid

CAS NO.：158063-66-2
Empirical Formula: C7H4F3NO2
Molecular Weight: 191.11
MDL number: MFCD00082626
EINECS: 623-902-1
SAFETY DATA SHEET (SDS)
Update Date: 2024-04-23 17:50:46

4-(Trifluoromethyl)nicotinic acid Structural

What is 4-(Trifluoromethyl)nicotinic acid?

The Uses of 4-(Trifluoromethyl)nicotinic acid

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.

What are the applications of Application

4-(Trifluoromethyl)pyridine-3-carboxylic acid is a triflouridated analog of nicotinic acid

What are the applications of 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.

Properties of 4-(Trifluoromethyl)nicotinic acid

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)
form	Solid
pka	2.50±0.36(Predicted)
color	Pale Yellow to Dark Yellow
CAS DataBase Reference	158063-66-2(CAS DataBase Reference)
EPA Substance Registry System	3-Pyridinecarboxylic acid, 4-(trifluoromethyl)- (158063-66-2)

Safety information for 4-(Trifluoromethyl)nicotinic acid

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.