4-(Trifluoromethyl)benzamide Chemical Properties

Melting point:

184-186 °C(lit.)

Boiling point:

254.2±40.0 °C(Predicted)

Density 

1.3305 (estimate)

storage temp. 

Sealed in dry,Room Temperature

form 

powder to crystal

pka

15.36±0.50(Predicted)

color 

White to Almost white

BRN 

2098929

CAS DataBase Reference

1891-90-3(CAS DataBase Reference)

NIST Chemistry Reference

4-CF3-C6H4CONH2(1891-90-3)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-37/39

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

2924297099

MSDS

• Language:English Provider:4-(Trifluoromethyl)benzamide
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4-(Trifluoromethyl)benzamide Usage And Synthesis

Chemical Properties

White to light yellow crystal powde

Synthesis

Synthesis of compound C: Ammonia (2 mL) was slowly added dropwise to 4-trifluoromethylbenzoyl chloride (417 mg, 2 mmol) at room temperature while maintaining stirring. After the reaction continued for 3 h, the completion of the reaction was confirmed by thin layer chromatography (TLC, unfolding agent ratio of ethyl acetate:hexane = 1:2). The reaction mixture was poured into water (10 mL) and subsequently extracted with ethyl acetate (10 mL x 3). The combined ethyl acetate layers were washed sequentially with water (10 mL × 2) and saturated saline (10 mL), dried over anhydrous magnesium sulfate and filtered. The filtrate was distilled under reduced pressure to remove the solvent to give the crude product (355 mg, 2.0 mmol). The crude product was purified by solvent recrystallization from ethyl acetate/hexane mixture to give compound C (white needle-like crystals, 359 mg) in 95% yield. The melting point of the product was 186.5-187.5 °C. 1H-NMR (300 MHz, DMSO-d6) δ: 7.63, 8.19 (both broad peaks, 1H, NH or OH), 8.06 (double peak, 2H, J = 8.0 Hz, Ar-H), 7.84 (double peak, 2H, J = 8.0 Hz, Ar-H).

References

[1] Organic Process Research and Development, 2007, vol. 11, # 6, p. 1010 - 1014
[2] Patent: EP2070908, 2009, A1. Location in patent: Page/Page column 9; 13
[3] Journal of Medicinal Chemistry, 2008, vol. 51, # 8, p. 2400 - 2411
[4] Synthetic Communications, 2010, vol. 40, # 23, p. 3538 - 3543
[5] Ukrainskii Khimicheskii Zhurnal (Russian Edition), 1957, vol. 23, p. 634

4-(Trifluoromethyl)benzamide(1891-90-3)Related Product Information

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• 4-Trifluoromethylphenol
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• 4-(Trifluoromethyl)benzoic acid
• 2-(Trifluoromethyl)benzoic acid
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• 4-(Trifluoromethyl)cinnamic acid
• 4-(Trifluoromethyl)benzene-1-sulfonyl chloride
• Trifluoro-p-tolunitrile
• 1-[(AMMONIOOXY)METHYL]-4-(TRIFLUOROMETHYL)BENZENE CHLORIDE
• 4-(Trifluoromethoxy)benzonitrile
• 4-(Trifluoromethoxy)phenylhydrazine hydrochloride
• 4-(TRIFLUOROMETHYL)BENZHYDRAZIDE
• 4-FLUORO-3-(TRIFLUOROMETHYL)BENZAMIDE
• 2-FLUORO-3-(TRIFLUOROMETHYL)BENZAMIDE
• 4-FLUORO-2-(TRIFLUOROMETHYL)BENZAMIDE