Chemical Properties
Yellow needle-like or flaky crystals. Melting point 58-59°C, boiling point 296°C, 180°C (2.66kPa), relative density 2.354 (8/4°C), refractive index 1.9853 (111°C). Soluble in ethanol, benzene and acetic acid, insoluble in water. Can sublimate and volatilize with water vapor.
Synthesis
The general procedure for the synthesis of 1,2-dibromo-4-nitrobenzene from 4-nitrophthalic acid was as follows: 4-nitrophthalic acid (1 mmol), bromoisocyanuric acid ester, additives, and solvent (10 ml) were added to a round-bottom flask equipped with a Dimroth condenser (cooled to 10°C). The reaction mixture was heated under magnetic stirring in an oil bath at 120 °C for 60 h under fluorescent room light irradiation (FL). Upon completion of the reaction, the cooled mixture was filtered through a short silica gel pad, washed with 1 M aqueous Na2SO3 solution, dried over Na2SO4, filtered and concentrated in vacuum to give the crude product 1,2-dibromo-4-nitrobenzene. The crude product can be further purified by silica gel chromatography. The experimental results are detailed in Table 6.
References
[1] Patent: WO2017/60905, 2017, A1. Location in patent: Paragraph 00164