Synthesis
4-Cyanotetrahydropyran can be obtained by chlorination of phenol with chlorine gas to obtain 2,4,6-trichlorophenol, which is then condensed with p-nitrochlorobenzene.
Definition
ChEBI: Chlornitrofen is an aromatic ether, a member of chlorobenzenes and a C-nitro compound. It has a role as an EC 1.3.3.4 (protoporphyrinogen oxidase) inhibitor and a herbicide.
Safety Profile
Low toxicity by ingestion and skincontact. Mutation data reported. Used as an herbicide.When heated to decomposition it emits very toxic fumesof NOx and Clí.
Metabolic pathway
Degradation of chlornitrofen by microorganisms
isolated from soils gives rise to the reduction of the
nitro group of chlornitrofen to the amino analog, and
the successive N-acetylation or N-methylation and the
cleavage of the ether linkage are dominant metabolic
pathways. The metabolic pathways, however, differ
depending on microorganisms and the media. The
replacement of the amino group by hydroxyl group,
the reduction and successive formylation of
p-nitrophenol, and the cleavage of the phenyl ring
ultimately to produce CO2 are also observed.
