Dinitro-ortho-cresol


Dinitro-ortho-cresol is an organic compound with the structural formula CH3C6H22OH. It is a yellow solid that is only slightly soluble in water. DNOC and some related derivatives have been used as herbicides.

Preparation

This compound is prepared by disulfonation of o-cresol. The resulting disulfonate is then treated with nitric acid to give DNOC. A variety of related derivatives are known including those where the methyl group is replaced by sec-butyl, tert-butyl, and 1-methylheptyl. These are prepared by the direct nitration of the alkyphenols.

Applications and safety

This toxicant is an uncoupler, which means that it interferes with adenosine triphosphate production.
Symptoms of dinitro-ortho-cresol poisoning, due to ingestion or other forms of exposure, include confusion, headache, shortness of breath, and sweating.