1,3-Dibromobenzene
Chemical compound
From Wikipedia, the free encyclopedia
1,3-Dibromobenzene (m-dibromobenzene) is an aryl bromide and isomer of dibromobenzene that is a colorless liquid at room temperature.[1]
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| Names | |
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| Preferred IUPAC name
1,3-Dibromobenzene | |
| Other names
m-Dibromobenzene | |
| Identifiers | |
3D model (JSmol) |
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| 1904538 | |
| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | 100.003.250 |
| EC Number |
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| 363342 | |
PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| C6H4Br2 | |
| Molar mass | 235.906 g·molâ1 |
| Appearance | colorless liquid[1] |
| Density | 1.9523 g/cm3 at 20.4 °C |
| Melting point | â7.0 °C (19.4 °F; 266.1 K) |
| Boiling point | 218â220 °C (424â428 °F; 491â493 K) |
| Related compounds | |
Related compounds |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Preparation
1,3-Dibromobenzene may be prepared by diazotization of 3-bromoaniline, followed by a Sandmeyer reaction with cuprous bromide.[2]
Uses
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.
