Effect of alcohols on the stability of iprodione in solution.
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.
Anisuzzaman
Abul K M
AK
Pesticide Section, Consumer Analytical Laboratory, Ohio Department of Agriculture, 8995 East Main Street, Reynoldsburg, OH 43068, USA. Anisuzzaman@agri.ohio.gov
Storehalder
Thomas
T
Williams
David C
DC
Ogg
Norlida
N
Kilbourne
Tracee D
TD
Johnsamuel
Jayaseharan
J
Cottrell
Charles E
CE
D000438:Alcohols / Q000494:pharmacology*; D000620:Aminoimidazole Carboxamide / Q000031:analogs & derivatives* / Q000737:chemistry; D004355:Drug Stability; D005659:Fungicides, Industrial / Q000737:chemistry*; D008401:Gas Chromatography-Mass Spectrometry; D006827:Hydantoins / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D000432:Methanol / Q000737:chemistry; D008958:Models, Molecular; D012996:Solutions; D020002:tert-Butyl Alcohol / Q000494:pharmacology
D000438:Alcohols; D005659:Fungicides, Industrial; D006827:Hydantoins; D012996:Solutions; D000620:Aminoimidazole Carboxamide; D020002:tert-Butyl Alcohol; C033148:iprodione; D000432:Methanol