1,3-Dibromobenzene (''m''-dibromobenzene) is an aryl bromide and isomer of

dibromobenzene Dibromobenzenes are a group of bromobenzenes with the formula C6H4Br2, consisting of two bromine atoms bonded to a central benzene ring. There are three isomers of dibromobenzene: See also *Dichlorobenzene References

{{chemistry index Br ...

that is a colorless liquid at room temperature.

Preparation

1,3-Dibromobenzene may be prepared by

diazotization Diazonium compounds or diazonium salts are a group of organic compounds sharing a common functional group where R can be any organic group, such as an alkyl or an aryl, and X is an inorganic or organic anion, such as a halide. The parent, compou ...

of 3-bromoaniline, followed by a Sandmeyer reaction with cuprous bromide.

Uses

1,3-Dibromobenzene has been used as a starting material in the synthesis of

antiviral Antiviral drugs are a class of medication used for treating viral infections. Most antivirals target specific viruses, while a broad-spectrum antiviral is effective against a wide range of viruses. Antiviral drugs are a class of antimicrobials ...

Lufotrelvir, in human clinical trials for the treatment of

COVID-19 Coronavirus disease 2019 (COVID-19) is a contagious disease caused by the coronavirus SARS-CoV-2. In January 2020, the disease spread worldwide, resulting in the COVID-19 pandemic. The symptoms of COVID‑19 can vary but often include fever ...

. The first step is

formylation Formylation refers to any chemical processes in which a compound is functionalized with a formyl group (-CH=O). In organic chemistry, the term is most commonly used with regards to aromatic compounds (for example the conversion of benzene to benz ...

of 1,3-dibromobenzene to 2,6-dibromobenzaldehyde, by lithiation with

lithium diisopropylamide Lithium diisopropylamide (commonly abbreviated LDA) is a chemical compound with the molecular formula . It is used as a strong base and has been widely utilized due to its good solubility in non-polar organic solvents and non-nucleophilic nature ...

THF Tetrahydrofuran (THF), or oxolane, is an organic compound with the formula (CH2)4O. The compound is classified as heterocyclic compound, specifically a cyclic ether. It is a colorless, water-miscible organic liquid with low viscosity. It is ma ...

, followed by quenching with

dimethylformamide Dimethylformamide, DMF is an organic compound with the chemical formula . Its structure is . Commonly abbreviated as DMF (although this initialism is sometimes used for 2,5-dimethylfuran, dimethylfuran, or dimethyl fumarate), this colourless liqui ...

. :

References

{{DEFAULTSORT:Dibromobenzene, 1,3- Bromobenzenes