| Identification | More | [Name]
2-Bromo-1,4-dichlorobenzene | [CAS]
1435-50-3 | [Synonyms]
1-BROMO-2,5-DICHLOROBENZENE
2,5-DICHLOROBROMOBENZENE
2-BROMO-1,4-DICHLOROBENZENE
Benzene, 1-bromo-2,5-dichloro-
2-Bromo-1,4-dichlorobenzene, 98+%
2,5-Dichlorophenyl bromide | [EINECS(EC#)]
215-859-9 | [Molecular Formula]
C6H3BrCl2 | [MDL Number]
MFCD00018505 | [Molecular Weight]
225.9 | [MOL File]
1435-50-3.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powder | [Melting point ]
32-36 °C(lit.) | [Boiling point ]
118-120°C 20mm | [density ]
1.6351 (rough estimate) | [refractive index ]
1.5700 (estimate) | [Fp ]
>230 °F
| [storage temp. ]
Sealed in dry,Room Temperature | [form ]
powder to lump to clear liquid | [color ]
White or Colorless to Light orange to Yellow | [Water Solubility ]
insoluble | [BRN ]
1934815 | [InChI]
InChI=1S/C6H3BrCl2/c7-5-3-4(8)1-2-6(5)9/h1-3H | [InChIKey]
OVXVQBCRONSPDC-UHFFFAOYSA-N | [SMILES]
C1(Cl)=CC=C(Cl)C=C1Br | [CAS DataBase Reference]
1435-50-3(CAS DataBase Reference) | [NIST Chemistry Reference]
Benzene, 2-bromo-1,4-dichloro-(1435-50-3) | [EPA Substance Registry System]
1435-50-3(EPA Substance) |
| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powder | [Uses]
2-Bromo-1,4-dichlorobenzene is a reactant used in the synthesis of C-13 and C-14-labeled versions of the investigational proteasome inhibitor MLN9708. | [Synthesis]
General procedure for the synthesis of 1-bromo-2,5-dichlorobenzene and 1,4-dibromo-2,5-dichlorobenzene from 1,4-dichlorobenzene: 147.0 g (1.00 mol) of 1,4-dichlorobenzene was accurately weighed in a reactor, and 515 g of carbon tetrachloride was added as a solvent to make it completely soluble. Subsequently, 7.35 g of anhydrous aluminum chloride was added to the solution as a catalyst and after stirring for 15 minutes, the temperature of the reaction system was raised to 35°C. At this temperature, dropwise addition of 105.6 g (0.66 mol) of bromine was initiated at a constant dropwise acceleration, and the dropwise process lasted for 9 hours to complete. Upon completion of the reaction, 200.0 g of 5% mass fraction sodium bisulfite solution was added to the reaction mixture until the color of the mixture changed to colorless. After standing and layering, the organic phase was separated and the resulting carbon tetrachloride layer was concentrated. Eventually, 73.0 g (0.50 mol) of unreacted 1,4-dichlorobenzene, 111.5 g (0.48 mol) of 1-bromo-2,5-dichlorobenzene and 7.1 g (0.02 mol) of 1,4-dibromo-2,5-dichlorobenzene were obtained by distillation. | [References]
[1] Green Chemistry, 2012, vol. 14, # 9, p. 2380 - 2383
[2] Patent: CN105801334, 2016, A. Location in patent: Paragraph 0066 |
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