The Beckmann Rearrangement of 1,2-Cyclohexane-dione Dioxime in Liquid Sulfur Dioxide

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概要

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• Three different reagents, thionyl chloride, bromine and sulfur trioxide in liquid sulfur dioxide were reacted on 1,2-cyclohexanedione dioxime to yield cyclohexano[c]-1,2,5-oxadiazole, 1-aza-7-oximinocyclohepta-2-one and δ-cyanovaleric acid respectively. Only the bromine in liquid sulfur dioxdie effected the Beckmann rearrangement. Thionyl chloride caused a dehydrative condensation, as has been reported previously. Sulfur trioxide yielded a product resulting from a deoximative cleavage. The reasons for the different processes and the different products have been discussed.

• 社団法人 日本化学会の論文

著者

• TADA Ritsuro

  The Chemical Research Institute of Non-Aqueous Solutions

• Tokura N.

  The Chemical Research Institute of Non-Aqueous Solutions

• Yokoyama Kunio

  The Chemical Research Institute of Non-Aqueous Solutions Tohoku University

• Tada Ritsuro

  The Chemical Research Institute of Non-Aqueous Solutions Tohoku University

関連論文

• Effect of Added Solvents on the Radical Polymerization of Acrylonitrile in Liquid Sulfur Dioxide
• Organic Synthetic Chemistry in Liquid Ammonia. II : Etherification of d-Mannitol
• On the Beckmann Rearrangement in Liquid Sulfur Dioxide. I : Synthesis of ε-Caprolactam
• Radical Polymerization of Styrene in Liquid Sulfur Dioxide
• Isomerization of Cyclohexyl Phenyl Ketoxirne in Liquid Sulfur Dioxide
• The Cationic Copolymerization of Styrene and p-Brornostyrene in Liquid Sulfur Dioxide
• The Beckmann Rearrangement of 1,2-Cyclohexane-dione Dioxime in Liquid Sulfur Dioxide
• The Reactions of 1, 2-Cyclopentanedione Dioxime and of 1, 2, 3-and 1,3,5-Cyclohexanetrione Trioximes in Liquid Sulfur Dioxide
• The Menschutkin Reaction in Liquid Sulfur Dioxide
• Solvent Effect on the Rearrangement of Cyclohexanoneoxime-p-toluenesulfonate. The Ionizing Power of Liquid Sulfur Dioxide
• The Reaction of Isobutene with Chloromethyl Methyl Ether in Liquid Sulfur Dioxide
• Effect of Solvation on the Menschutkin Reaction in Liquid Sulfur Dioxide

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