| Identification | Back Directory | [Name]
carboxazole | [CAS]
55808-13-4 | [Synonyms]
carboxazole
Carbamic acid, N-[5-(1,1-dimethylethyl)-3-isoxazolyl]-, methyl ester | [Molecular Formula]
C9H14N2O3 | [MOL File]
55808-13-4.mol | [Molecular Weight]
198.22 |
| Hazard Information | Back Directory | [Description]
Carboxazole is an obsolete carbamate herbicide. Little is known about its environmental fate, ecotoxicology or its impact on human health. | [Production Methods]
Carboxazole is typically produced through either coal tar extraction or synthetic organic reactions. Industrially, carbazole is isolated from coal tar, where it concentrates in the anthracene distillate. It is separated using selective crystallisation or precipitation techniques involving polar solvents like ketones. In laboratory synthesis, one classic method is the Borsche–Drechsel cyclization, which begins with the condensation of phenylhydrazine and cyclohexanone to form an imine. This intermediate undergoes acid-catalyzed rearrangement and ring closure to yield tetrahydrocarbazole, which is then oxidised, commonly with red lead, to produce carbazole. | [Mechanism of action]
Carbamate herbicides work by inhibiting acetylcholinesterase (AChE), an enzyme responsible for breaking down the neurotransmitter acetylcholine. | [Pesticide Type]
Herbicide |
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