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Effect of alcohols on the stability of iprodione in solution
Abul K M Anisuzzaman1, Thomas Storehalder, David C Williams
1Pesticide Section, Consumer Analytical Laboratory, Ohio Department of Agriculture, 8995 East Main Street, Reynoldsburg, OH 43068, USA. Anisuzzaman@agri.ohio.gov
Abstract:
Both primary and secondary alcohols degrade iprodione, 3-(3,5-dichlorophenyl)-N-(1-methylethyl)-2,4-dioxo-1-imidazolidine carboxamide. Steric hindrance has been found to have an inverse effect on the rate of its decomposition, and a fully substituted alcohol, such as tert-butanol, does not degrade iprodione due to extreme steric hindrance. The instability of iprodione in alcohol was found to be a function of the structure of the alcohol. The product, N-(3,5-dichlorophenyl)-3-(1-methylethyl)-2,4-dioxo-1-imidazolidine carboxamide, is obtained from all of the reacting alcohols. Confirmation of this structure came from the consideration of its NMR, mass spectral, and elemental analysis data.
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