1,4-DIFLUORO-2-METHYL-5-NITROBENZENE Chemical Properties

Melting point:

25 °C

Boiling point:

251 ºC

Density 

1.374

Flash point:

121 ºC

storage temp. 

Sealed in dry,Room Temperature

form 

powder to lump to clear liquid

color 

White or Colorless to Yellow to Green

CAS DataBase Reference

141412-60-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

HazardClass 

IRRITANT

HS Code 

2904990090

1,4-DIFLUORO-2-METHYL-5-NITROBENZENE Usage And Synthesis

Synthesis Reference(s)

Journal of Medicinal Chemistry, 35, p. 2321, 1992 DOI: 10.1021/jm00090a024

Synthesis

General procedure for the synthesis of 2,5-difluoro-4-nitrotoluene from 2,5-difluorotoluene: To a stirred solution of 2,5-difluorotoluene (0.544 g, 4.25 mmol, Aldrich, for direct use) in concentrated sulfuric acid (5.0 mL) was added a single addition of potassium nitrate (KNO3, 0.430 g, 4.25 mmol) at 0 °C. The reaction mixture was gradually warmed to 28 °C and stirred at this temperature overnight. Upon completion of the reaction, the mixture was quenched by pouring into ice (25 g) and extracted with ethyl acetate (40 mL). The organic layers were combined, dried over anhydrous sodium sulfate (Na2SO4) and concentrated under reduced pressure to give 2,5-difluoro-4-nitrotoluene (0.555 g, 91% yield) as a light red oil. The product was characterized by 1H NMR (CDCl3): δ 2.369 (d, 3H, J = 1.8 Hz), 7.127 (dd, 1H, J1 = 8.1 Hz, J2 = 6.0 Hz), 7.734 (dd, 1H, J1 = 8.4 Hz, J2 = 6.3 Hz).

References

[1] Journal of Medicinal Chemistry, 1992, vol. 35, # 12, p. 2321 - 2327
[2] Journal of Organic Chemistry, 1995, vol. 60, # 18, p. 5838 - 5842
[3] Patent: US5631373, 1997, A
[4] Patent: WO2008/119720, 2008, A1. Location in patent: Page/Page column 54

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