Electrochemical Reduction of Metribuzin

✍ Scribed by Jirˇí Ludvík; František Riedl; František Liška; Petr Zuman

• Publisher: John Wiley and Sons
• Year: 1998
• Tongue: English
• Weight: 162 KB
• Volume: 10
• Category: Article
• ISSN: 1040-0397
• DOI: 10.1002/(sici)1521-4109(199810)10:13<869::aid-elan869>3.0.co;2-y

✦ Synopsis

2,

-one] is a widely used weed controlling agent. In aqueous solutions and in 30 % v/v acetonitrile/water solutions it is reduced in two two-electron steps. In both steps protonated forms of azomethine bonds are reduced, in the more positive the 1,6-bond, in the more negative (by about 0.4 V) the 2,3-bond. At pH > 7 the conjugated base is reduced at considerably more negative potentials in a one-electron step. Reduction of both azomethine bonds is accompanied by acid-base and hydration-dehydration equilibria. The 1,6dihydrometribuzin, formed in the first reduction step, undergoes acid catalyzed hydrolysis. In many aspects the behavior of metribuzin resembles that of metamitron [4-amino-3-methyl-6-phenyl-1,2,4-triazin-5(4H)-one] investigated earlier. For analytical purposes waves between pH 2 and 4 are best suited.