| Identification | Back Directory | [Name]
4-BROMO-2-NITROBENZYL BROMIDE | [CAS]
82420-34-6 | [Synonyms]
4-BROMO-2-NITROBENZYL BROMIDE
4-bromo-1-(bromomethyl)-2-nitrobenzene
Benzene, 4-broMo-1-(broMoMethyl)-2-nitro- | [Molecular Formula]
C7H5Br2NO2 | [MDL Number]
MFCD07779494 | [MOL File]
82420-34-6.mol | [Molecular Weight]
294.93 |
| Chemical Properties | Back Directory | [Boiling point ]
325.8±27.0 °C(Predicted) | [density ]
2.006±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,2-8°C | [form ]
solid | [color ]
Light Yellow |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 4-bromo-2-nitrobenzyl bromide from 4-bromo-2-nitrotoluene: (1) Preparation of 4-bromo-1-(bromomethyl)-2-nitrobenzene (0145): 4-bromo-2-nitrotoluene (25.0 g, 116 mmol), N-bromosuccinimide (28.2 g, 162 mmol) and 2 ,2'-azobis(2-methylpropionitrile) (1.90 mg, 11.6 mmol) and the reaction mixture was refluxed for 18 hours. After completion of the reaction, the reaction solution was filtered and the filtrate was concentrated under reduced pressure. The resulting crude product was purified by silica gel column chromatography (ethyl acetate/hexane = 1/9) to afford 18.5 g (54% yield) of 4-bromo-2-nitrobenzyl bromide.1H-NMR (CDCl3) data: δ 4.78 (s, 2H, CH2), 7.46 (d, J = 8.0 Hz, 1H, Ar-H), 7.74 (dd, J = 2.0, 8.1 Hz, 1H, Ar-H), 8.18 (d, J = 1.7 Hz, 1H, Ar-H). | [References]
[1] Journal of Heterocyclic Chemistry, 1982, vol. 19, p. 401 - 406
[2] Organic Letters, 2012, vol. 14, # 15, p. 3870 - 3873
[3] Patent: EP2907818, 2015, A1. Location in patent: Paragraph 0145
[4] Bioorganic and Medicinal Chemistry, 2007, vol. 15, # 20, p. 6574 - 6595
[5] Heterocycles, 1994, vol. 39, # 2, p. 767 - 778 |
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