4-NITRO-2-(TRIFLUOROMETHYL)BENZOIC ACID Chemical Properties

Melting point:

138-142 °C (lit.)

Boiling point:

321.4±42.0 °C(Predicted)

Density 

1.596±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

2.40±0.32(Predicted)

form 

Powder

color 

White to off-white

InChIKey

BPCKZQCTLCTDST-UHFFFAOYSA-N

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-36-43

Safety Statements 

26-36

WGK Germany 

3

HS Code 

29163990

4-NITRO-2-(TRIFLUOROMETHYL)BENZOIC ACID Usage And Synthesis

Uses

4-Nitro-2-(trifluoromethyl)benzoic acid is a carboxylic acid derivative, mainly used as a pharmaceutical and pesticide intermediate.

Chemical Properties

white to light yellow crystal powder

Synthesis

A mixture of 2-trifluoromethylbenzoic acid (1 eq.) and concentrated sulfuric acid (22 eq.) was placed in a mechanical stirrer under nitrogen protection and cooled to 0-5 °C in an ice bath. Subsequently, fuming nitric acid (9.8 eq.) was slowly added dropwise at the same temperature for 60 minutes. After completion of the dropwise addition, the ice bath was removed and the reaction mixture was allowed to continue stirring at room temperature for 120 minutes. Upon completion of the reaction, the mixture was slowly poured into ice water and stirred at room temperature for 60 minutes. The suspension was collected by filtration and washed with cold water to give the crude 4-nitro-2-trifluoromethylbenzoic acid. To remove the regional isomers, the crude product was recrystallized from water to give the final pure product in 45% yield. The melting point range was 137-142°C.

References

[1] Patent: WO2015/186137, 2015, A1. Location in patent: Page/Page column 17; 18
[2] J. Gen. Chem. USSR (Engl. Transl.), 1963, vol. 33, p. 2957 - 2960
[3] Zhurnal Obshchei Khimii, 1963, vol. 33, # 9, p. 3031 - 3035
[4] Patent: WO2005/51366, 2005, A2. Location in patent: Page/Page column 61
[5] Patent: WO2005/51366, 2005, A2. Location in patent: Page/Page column 61

4-NITRO-2-(TRIFLUOROMETHYL)BENZOIC ACID(320-37-6)Related Product Information

• 5-Methyl-2-nitrobenzoic acid
• m-Toluic acid
• 4-Methyl-3-(trifluoromethyl)aniline
• 4-NITRO-2-(TRIFLUOROMETHYL)BENZOIC ACID
• 4-AMINO-2-TRIFLUOROMETHYLBENZOIC ACID
• 2-(Trifluoromethyl)benzoic acid
• 2-Methyl-4-nitrobenzoic acid
• 2-METHYL-5-NITROBENZOTRIFLUORIDE