Detail of "6609-56-9"

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Carbon-oxygen bond cleavage reactions by electron transfer

Carbon-oxygen bond cleavage reactions by electron transfer. 1. Electrochemical studies on the formation and subsequent reaction pathways of cyanoanisole radical anions. Koppang, Miles D.; Woolsey, Neil F.; Bartak, Duane E. (Dep. Chem., Univ. 6609-56-9 and 89596-85-0 are cas registry numbers. These chemicals are also mentioned in this article. North Dakota, Grand Forks, ND 58202, USA). J. Am. Chem. Soc., 106(10), 2799-805 (English) 1984. CODEN: JACSAT. ISSN: 0002-7863. DOCUMENT TYPE: Journal CA Section: 22 (Physical Organic Chemistry) The radical anions of three isomers of cyanoanisole were electrochem. generated and subsequently shown to react by at least three different reaction pathways in dry DMF. The o-cyanoanisole radical anion dimerizes to form an intermediate dimeric dianion. The dianion, which can be oxidized, undergoes a slow intramol. disproportionation reaction to form o-cyanophenoxide ion, methide ion, and unreduced substrate. Subsequent protonation results in the formation of methane and p-cyanophenol in an overall two-electron process. The m-cyanoanisole radical anion is very stable under anhyd. DMF conditions. Overall, slow carbon-carbon bond cleavage with loss of cyanide occurs competitively with b carbon-oxygen bond cleavage to produce anisole and m-cyanophenol, resp. The final products of the redn. of p-cyanoanisole are p-cyanophenol and methane; however, the radical anion of p-cyanoanisole undergoes a relatively rapid unimol. fragmentation reaction. The initial products of the fragmentation are p-cyanophenoxide ion and the Me radical, which is reduced further to methide ion. Hydrogen atom abstraction reactions by the Me radical can also occur in the bulk soln. to produce methane. .

Direct and facile oxidative conversion of primary, secondary, and tertiary amines to their corresponding nitriles

Iida, Shinpei; Togo, Hideo (Graduate School of Science and Technology, Chiba University, Yayoi-cho 1-33, Inage-ku, Chiba 263-8522, Japan). Synlett, (16), 2633-2635 (English) 2006 Georg Thieme Verlag. CODEN: SYNLES. ISSN: 0936-5214. DOCUMENT TYPE: Journal CA Section: 21 (General Organic Chemistry) Mol. 623-03-0 and 6609-56-9 are also in the experiment. iodine in aq. ammonia at 60° efficiently oxidized various primary, secondary, and tertiary amines to their corresponding nitriles in good yields. .