25283-02-7

Usage

Type of compound

Polycyclic aromatic hydrocarbon (PAH)

Structure

Chlorinated derivative of anthracene

Hazardous nature

Toxic and carcinogenic properties

Usage

Chemical intermediate in the synthesis of dyes, pesticides, and other organic compounds

Environmental impact

Persistent in the environment, can bioaccumulate in organisms

Ecological threat

Poses a threat to aquatic and terrestrial ecosystems

Health risk

Exposure should be minimized to prevent adverse health effects

Upstream product

• 76137-30-9 11-methyl-1,2,3,4-tetrachloro-9,10-dihydroanthracen-9,10-imine 
• 20033-26-5 1,2,3,4-tetrachloro-9,10-dihydro-9,10-ethenoanthracene 
• 1671-87-0 3,6-di(2'-pyridyl)-1,2,4,5-tetrazine 
• 7335-76-4 o-Benzoyltetrachlorobenzoic acid 
• 10034-85-2 hydrogen iodide 
• 118-74-1 hexachlorobenzene 

Downstream Products

• 2841-29-4 1,2,3,4-tetrachloro-9,10-anthraquinone 

Relevant academic research and scientific papers

Access to polysubstituted naphthalenes and anthracenes via a retro-Diels–Alder reaction

Naphthalene and anthracene nuclei are present in several natural and synthetic compounds. Due to their unique physical and chemical properties, access to functionalized naphthalenes and anthracenes has attracted the attention of both synthetic and medicinal chemists over the decades. In this study, successive Diels–Alder/retro-Diels–Alder reactions of dimethyl 1,2,4,5-tetrazine-3,6-dicarboxylate with various bicyclic alkenes in one pot to yield naphthalene and anthracene derivatives are reported. Using anti- and syn-cyclotrimers derived from the cyclotrimerization of benzobarrelene as alkene partner enabled efficient synthesis of trinaphthylene.

Regiospecific fragmentation of benzene derivatives: Synthetic and analytical applications

The cycloadducts formed from arenes and tetrachloro- and tetrafluorobenzyne have been shown to undergo specific addition-fragmentation reactions. These sequences are both simple syntheses of arenes with unusual substitution patterns and a convenient alternative to the other methods currently available for assaying the isotopic distribution in [14C]-labelled benzene derivatives.