1,3-Benzodioxole Explained

1,3-Benzodioxole (1,2-methylenedioxybenzene) is an organic compound with the formula CHOCH. The compound is classified as benzene derivative and a heterocyclic compound containing the methylenedioxy functional group. It is a colorless liquid.

Although benzodioxole is not particularly important, many related compounds containing the methylenedioxyphenyl group are bioactive, and thus are found in pesticides and pharmaceuticals.^[1]

Preparation

1,3-Benzodioxole can be synthesized from catechol with disubstituted halomethanes.^{[2] [3]}

See also

• 1,4-Benzodioxine
• MDMA
• Methylenedioxy
• Safrole
• Piperonal

Notes and References

1. Murray, M., "Mechanisms of inhibitory and regulatory effects of methylenedioxyphenyl compounds on cytochrome P450-dependent drug oxidation", Curr. Drug Metab. 2000, volume 1, 67-84.
2. Bonthrone, W.. Cornforth, J.. amp. The methylenation of catechols. Journal of the Chemical Society. 9. 1969. 1202–1204. 10.1039/J39690001202. 28 December 2013.
3. Fujita, Harushige. Yamashita. amp. Masataro. The Methylenation of Several Allylbenzene-1,2-diol Derivatives in Aprotic Polar Solvents. Bulletin of the Chemical Society of Japan. 1973. 46. 11. 3553–3554. 10.1246/bcsj.46.3553. 27 December 2013. free.