| Identification | More | [Name]
1,2-DIAMINO-3,5-DIFLUOROBENZENE | [CAS]
2369-29-1 | [Synonyms]
BUTTPARK 19\01-53
3,5-Difluorobenzene-1,2-diamine
1,2-DIAMINO-3,5-DIFLUOROBENZENE
3,5-DIFLUORO-1,2-PHENYLENEDIAMINE
1,2-Benzenediamine, 3,5-difluoro-
3,5-Difluorophenylene-1,2-diamine, 1,2-Diamino-3,5-difluorobenzene | [Molecular Formula]
C6H6F2N2 | [MDL Number]
MFCD00973899 | [Molecular Weight]
144.12 | [MOL File]
2369-29-1.mol |
| Chemical Properties | Back Directory | [Melting point ]
48.5-49.5℃ | [Boiling point ]
246.1±35.0 °C(Predicted) | [density ]
1.407±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [form ]
crystalline solid | [pka]
2.83±0.10(Predicted) | [color ]
White to dark brown two-tone | [CAS DataBase Reference]
2369-29-1(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 3,5-difluoro-1,2-phenylenediamine from 2,4-difluoro-6-nitroaniline: concentrated hydrochloric acid (10 mL) was slowly added dropwise to a mixture of 2,4-difluoro-6-nitroaniline (1.6 g, 9 mmol) and tin powder (22.5 mmol). The reaction mixture was heated to reflux for 1.5 h, subsequently cooled to room temperature and neutralized with 50% NaOH solution to pH 9-10. The precipitate was collected by filtration, dried and extracted with hot ethyl acetate (80 mL). The filtrate was subjected to secondary evaporation to give 3,5-difluoro-1,2-benzenediamine. Yield: 0.60 g (46%); the product was brown crystals; melting point 55-57 °C; Rf value was 0.86. | [References]
[1] Tetrahedron Letters, 2006, vol. 47, # 27, p. 4591 - 4595
[2] European Journal of Medicinal Chemistry, 2009, vol. 44, # 7, p. 2930 - 2935
[3] Synthesis (Germany), 2016, vol. 48, # 3, p. 394 - 406
[4] Journal of the American Chemical Society, 1951, vol. 73, p. 153
[5] Journal of the American Chemical Society, 1959, vol. 81, p. 94,98 |
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