Identification | Back Directory | [Name]
1,4-DIBROMO-2,5-BIS(BROMMETHYL)BENZENE | [CAS]
35335-16-1 | [Synonyms]
alpha,alpha,2,5-Tetrabromo-p-xylene 1,4-DIBROMO-2,5-BIS(BROMMETHYL)BENZENE 1,4-Dibromo-2,5-bis(bromomethyl)benzene 2,5-Bis(Bromomethyl)-1,4-dibromobenzene 4-(Bromomethyl)-2,5-dibromobenzyl bromide 1,4-Dibromo-2,5-bis(bromomethyl)benzene> Benzene, 1,4-dibromo-2,5-bis(bromomethyl)- 1,4-Bis(bromomethyl)-2,5-dibromobenzene97% 1,4-Bis(bromomethyl)-2,5-dibromobenzene 97% 1,4-Dibromo-2,5-bis(bromomethyl)benzene 97% 2,5-Bis(bromomethyl)-1,4-dibromobenzene 97% | [EINECS(EC#)]
233-305-4 | [Molecular Formula]
C8H6Br4 | [MDL Number]
MFCD03411745 | [MOL File]
35335-16-1.mol | [Molecular Weight]
421.75 |
Chemical Properties | Back Directory | [Melting point ]
171-177℃ | [Boiling point ]
392℃ | [density ]
2.332 | [Fp ]
185℃ | [storage temp. ]
Inert atmosphere,2-8°C | [form ]
powder to crystal | [color ]
White to Light yellow | [Sensitive ]
Lachrymatory |
Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 1,4-dibromo-2,5-bis(bromomethyl)benzene from 2,5-dibromo-1,4-dimethylbenzene: 2,5-dibromo-p-xylene (26.4 g, 0.1 mol) and N-bromosuccinimide (NBS, 39 g, 0.22 mol) were suspended in carbon tetrachloride (300 mL), and benzoyl peroxide (0.6 g) was added as the initiator. Prior to the start of the reaction, a nitrogen stream was passed through the bubble for 5 min to exclude oxygen. Subsequently, the reaction mixture was heated and refluxed in an oil bath at 100 °C for 2 hours. Upon completion of the reaction, ethanol (200 mL) was added to precipitate the product and the solid was collected by filtration. The solid was washed with ethanol (50 mL) to remove residual reactants and by-products and finally dried under vacuum to afford 1,4-dibromo-2,5-bis(bromomethyl)benzene as a white solid (13.36 g, 31.6% yield). The structure of the product was confirmed by 1H-NMR (500 MHz, CDCl3): δ 7.68 (s, 2H, aryl ring hydrogen), 4.50 (s, 4H, bromomethyl hydrogen). | [References]
[1] Tetrahedron Letters, 2007, vol. 48, # 35, p. 6075 - 6079 [2] Organic and Biomolecular Chemistry, 2010, vol. 8, # 24, p. 5620 - 5627 [3] Journal of the American Chemical Society, 2017, vol. 139, # 45, p. 16210 - 16221 [4] Journal of the American Chemical Society, 2017, vol. 139, # 47, p. 17082 - 17088 [5] Journal of the American Chemical Society, 2009, vol. 131, # 49, p. 17724 - 17725 |
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