1,3-difluoro-2-methyl-4-nitrobenzene Chemical Properties

Boiling point:

237.2±35.0 °C(Predicted)

Density 

1.374±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

Solid

Appearance

White to off-white Solid

Water Solubility 

Slightly soluble in water.

InChI

InChI=1S/C7H5F2NO2/c1-4-5(8)2-3-6(7(4)9)10(11)12/h2-3H,1H3

InChIKey

AVWNNVJXXMKAPB-UHFFFAOYSA-N

SMILES

C1(F)=CC=C([N+]([O-])=O)C(F)=C1C

Safety Information

RIDADR 

UN2811

HazardClass 

6.1

HS Code 

2902900000

1,3-difluoro-2-methyl-4-nitrobenzene Usage And Synthesis

Uses

2,6-Difluoro-3-nitrotoluene used as a intermediate in organic synthesis, pharmaceutical and chemical research.

Synthesis

Example A36: 65% HNO3 (11.4 g, 0.12 mol) was slowly added dropwise to a solution of 1,3-difluoro-2-methylbenzene (15 g, 0.12 mol) dissolved in H2SO4 (100 mL) at -10°C. The reaction mixture was stirred continuously at this temperature for 30 minutes. Upon completion of the reaction, the mixture was carefully poured into ice water and subsequently extracted with EtOAc (3 x 200 mL). The combined organic phases were washed with saturated brine, dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford the target product 1,3-difluoro-2-methyl-4-nitrobenzene (16 g, 78% yield). The structure of the product was confirmed by 1H NMR (400 MHz, CDCl3): δ 7.80 (m, 1H), 6.8-7.1 (m, 1H), 2.30 (s, 3H).

References

[1] Chemical and Pharmaceutical Bulletin, 1982, vol. 30, # 10, p. 3530 - 3543
[2] Patent: US2008/90856, 2008, A1. Location in patent: Page/Page column 40
[3] Patent: WO2010/51373, 2010, A1. Location in patent: Page/Page column 64
[4] Patent: WO2013/36232, 2013, A2. Location in patent: Paragraph 00273
[5] Patent: US2014/315917, 2014, A1. Location in patent: Paragraph 0506