4-Nitro-2-trifluoromethylphenol Chemical Properties

Melting point:

105-107°

Boiling point:

259℃

Density 

1.554

Flash point:

110℃

storage temp. 

2-8°C

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Solid

color 

Yellow to Beige

Safety Information

RIDADR 

2811

HazardClass 

IRRITANT

PackingGroup 

Ⅲ

4-Nitro-2-trifluoromethylphenol Usage And Synthesis

Synthesis Reference(s)

The Journal of Organic Chemistry, 27, p. 4660, 1962 DOI: 10.1021/jo01059a515

Synthesis

The general procedure for the synthesis of 2-trifluoromethyl-4-nitrophenol from 2-methoxy-5-nitrobenzotrifluoride was as follows: 6-methoxy-5-nitrobenzotrifluoride (24.73 g, 110.7 mmol) was dissolved in acetic acid (260 mL), 62% aqueous hydrobromic acid (130 mL) was added, and the reaction was heated to reflux for 96 hours. After the reaction was completed, it was cooled to room temperature and most of the solvent was removed by evaporation. The residue was dissolved in water and extracted with saturated NaHCO3 solution and ether (3×). The organic phases were combined, washed with 10% NaCl aqueous solution and dried over anhydrous Na2SO4. The solvent was evaporated under reduced pressure to give 19.27 g (83% yield) of 4-nitro-2-trifluoromethylphenol as a yellow solid. Mass spectrum (MS): 207 (M+), melting point (MP): 103-104 °C.

References

[1] Journal of Materials Chemistry, 2009, vol. 19, # 39, p. 7208 - 7215
[2] Patent: US2004/248951, 2004, A1. Location in patent: Page 16
[3] Patent: WO2007/4749, 2007, A1. Location in patent: Page/Page column 150
[4] Journal of Organic Chemistry, 1962, vol. 27, p. 4660 - 4662
[5] Patent: WO2005/80340, 2005, A1. Location in patent: Page/Page column 50

4-Nitro-2-trifluoromethylphenol(1548-61-4)Related Product Information

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• 1,1'-OXYBIS[4-NITRO-2-TRIFLUOROMETHYLBENZENE]