| Identification | Back Directory | [Name]
1,2-Dinitro-4-bromobenzene | [CAS]
610-38-8 | [Synonyms]
3,4-Dinitrobromobenzene
1-Bromo-3,4-dinitrobenzene
1,2-Dinitro-4-bromobenzene
Benzene, 4-bromo-1,2-dinitro- | [EINECS(EC#)]
999-999-2 | [Molecular Formula]
C6H3BrN2O4 | [MDL Number]
MFCD00474634 | [MOL File]
610-38-8.mol | [Molecular Weight]
247 |
| Chemical Properties | Back Directory | [Melting point ]
59-59.5 °C | [Boiling point ]
353.6±22.0 °C(Predicted) | [density ]
1.910±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [Appearance]
White to off-white Solid |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 4-bromo-1,2-dinitrobenzene from 4-bromo-2-nitroaniline: 4-bromo-2-nitroaniline (4.96 g, 22.96 mmol) was added to cold trifluoroacetic acid (25 mL) at 0 °C. After stirring for 10 min, 33% hydrogen peroxide solution (13.75 mL, 133 mmol) was slowly added and the reaction mixture was stirred at room temperature for 0.5 h. Subsequently, it was warmed up to 50 °C and continued to be stirred for 2 h. Upon completion of the reaction, the mixture was poured into ice water, the precipitated solid was collected by filtration and washed with cold water to afford the target compound 4-bromo-1,2-dinitrobenzene. Yield: 76%, yellow solid.1H NMR (500 MHz, CDCl3) δ 7.85-7.92 (m, 2H, H-5, H-6), 8.04 (br.s, 1H, H-3).13C NMR (125.7 MHz, CDCl3) δ 126.39 (C-2), 127.91 (C-3), 128.09 (C- 4), 136.29 (C-5), 141.26 (C-1), 143.42 (C-2). Elemental analysis (C6H3BrN2O4) Calculated values: C, 29.18; H, 1.22; N, 11.34%. Measured values: C, 29.12; H, 1.26; N, 11.26%. | [References]
[1] Journal of Enzyme Inhibition and Medicinal Chemistry, 2014, vol. 29, # 2, p. 281 - 291
[2] Patent: US8901304, 2014, B1. Location in patent: Page/Page column 12 |
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