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Dibromobenzene isomers Common name and systematic name 1,2-Dibromobenzene: 1,3-Dibromobenzene [1] 1,4-Dibromobenzene [2] [3] [4] Structure Molecular formula: C 6 H 4 Br 2: Molar mass: 235.906 g/mol Appearance colorless liquid colorless liquid white solid CAS number [583-53-9] [108-36-1] [106-37-6] Properties Density and phase: 1.9940 g/ml ...
1,2-Dibromobenzene (o-dibromobenzene) is an aryl bromide and isomer of dibromobenzene. It is one of three isomers, the others being 1,3- and 1,4-dibromobenzene. It is a colorless liquid, although impure samples appear yellowish. The compound is a precursor to many 1,2-disubstituted derivatives of benzene.
1,4-Dibromobenzene (p-dibromobenzene) is an aryl bromide and isomer of dibromobenzene that is solid at room temperature. It has a strong smell similar to that of the lighter chlorine analogue. It can be used as a precursor to the dye 6,6-dibromoindigo. [4]
1,3-Dibromobenzene has been used as a starting material in the synthesis of antiviral Lufotrelvir, in human clinical trials for the treatment of COVID-19. [3] The first step is formylation of 1,3-dibromobenzene to 2,6-dibromobenzaldehyde, by lithiation with lithium diisopropylamide in THF , followed by quenching with dimethylformamide .
From 1,2,4,5-tetrabromobenzene, a 1,4-monoarine can be prepared in-situ with one equivalent of n-butyllithium by bromine abstraction, which reacts immediately with furan to form 6,7-dibromo-1,4-epoxy-1,4-dihydronaphthalene (6,7-dibromonaphthalene-1,4-endoxide) in 70% yield.
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