Benzo[a]pyrene-1,6-dione is a polycyclic aromatic compound characterized by its fused ring structure, which includes a dione functional group. This compound is derived from benzo[a]pyrene, a well-known carcinogen, and exhibits significant chemical reactivity due to the presence of the carbonyl groups. It is typically a solid at room temperature and is insoluble in water but soluble in organic solvents. The presence of the dione functional groups contributes to its potential as an electrophile, making it reactive in various chemical reactions, including nucleophilic additions. Benzo[a]pyrene-1,6-dione is of interest in environmental chemistry due to its formation from the degradation of polycyclic aromatic hydrocarbons (PAHs) and its implications in toxicology and carcinogenesis. Its study is crucial for understanding the mechanisms of PAH-related health risks and environmental persistence. Additionally, it may serve as a precursor or intermediate in synthetic organic chemistry, particularly in the development of more complex molecular architectures.

Benzo[a]pyrene-1,6-dione

3067-13-8: 1,6-Dihydrobenzo[a]pyrene-1,6-dione, Benzo[A]Pyrene-1,6-Dione, Benzo[a]pyrene-1,6-quinone, NSC 30985

Applications Benzo[a]pyrene-1,6-quinone is a metabolite of Benzopyrene (B205800) and is able to induce epidermal growth factor receptor (EGFR) cell signaling in human mammary epithelial cells. Also highly mutagenic and carcinogenic.
References Rodriguez-Fragoso, L., et al.: Toxicol. Appl. Pharm., 235, 321 (2009); Sen, S., et al.: Chem. Res. Toxicol., 25, 2117 (2012)


CAS 3067-13-8: Benzo[a]pyrene-1,6-dione

Benzo[a]pyrene-1,6-dione

Ref: IN-DA0030SF

Benzo[a]pyrene-1,6-quinone

Ref: TR-B205860