4-Hydroxy-3-nitrobenzotrifluoride Chemical Properties

Boiling point:

92-94 °C12 mm Hg(lit.)

Density 

1.473 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.504(lit.)

Flash point:

203 °F

storage temp. 

Inert atmosphere,Room Temperature

form 

Liquid

pka

5.53±0.14(Predicted)

color 

Yellow to orange

BRN 

2215510

CAS DataBase Reference

400-99-7(CAS DataBase Reference)

EPA Substance Registry System

Phenol, 2-nitro-4-(trifluoromethyl)- (400-99-7)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39-36

WGK Germany 

3

RTECS 

GP2984950

TSCA 

T

HazardClass 

IRRITANT

HS Code 

29089990

Toxicity

LD50 ipr-mus: 800 mg/kg JPMSAE 57,1763,68

MSDS

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

4-Hydroxy-3-nitrobenzotrifluoride Usage And Synthesis

Uses

2-Nitro-4-(trifluoromethyl)phenol has been used in the synthesis of 2-methyl-2-[2-nitro-4-(trifluoromethyl)phenoxy]propionic acid ethyl ester.

General Description

2-Nitro-4-(trifluoromethyl)phenol is the major product of solution phase photodecomposition of fluorodifen.

Safety Profile

Moderately toxic byintraperitoneal route. When heated to decomposition itemits toxic vapors of NOx and Fí.

Synthesis

Example 1: 400 mL of methanol, 20 g of dodecyldimethylbenzylammonium chloride and 180 g of 4-chloro-3-nitrobenzotrifluoride were added to a reaction flask with stirring turned on. Subsequently, 400 g of 50% sodium hydroxide solution was slowly added dropwise, with the dropwise acceleration controlled to raise the reaction temperature to 70°C in about 20 minutes. The reaction mixture was continued stirring at 65°C for 4 hours. Upon completion of the reaction, the mixture was cooled in an ice water bath and the pH was adjusted with concentrated hydrochloric acid to 3. 2-Nitro-4-trifluoromethylphenol was isolated by steam distillation, and about 50 mL of concentrated hydrochloric acid was added to the receiver to facilitate phase separation. After gas chromatographic analysis, 156 g of 2-nitro-4-trifluoromethylphenol was obtained with a purity of >98.5% and a yield of 91% of the theoretical value. The boiling point of the product was 92 °C-95 °C (15 mmHg) and the refractive index nD20 was 1.5020.

References

[1] Patent: US4225731, 1980, A

4-Hydroxy-3-nitrobenzotrifluoride(400-99-7)Related Product Information

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• Butylated Hydroxytoluene
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• Phenol
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• o-Cresol
• Xylenol
• 2-Nitrophenol
• 3-Nitrophenol
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• 2,6-DINITROPHENOL