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Flame-induced Dimerization of Organic Compounds in Aqeous Solution

Research Project

Project/Area Number 06660126
Research Category

Grant-in-Aid for General Scientific Research (C)

Allocation TypeSingle-year Grants
Research Field Bioproduction chemistry/Bioorganic chemistry
Research InstitutionUniversity of Tsukuba

Principal Investigator

SHINYA Nomoto  University of Tsukuba, Department of Chemistry, Instructor, 化学系, 講師 (30133028)

Project Period (FY) 1994 – 1995
Project Status Completed (Fiscal Year 1995)
Budget Amount *help
¥2,100,000 (Direct Cost: ¥2,100,000)
Fiscal Year 1995: ¥400,000 (Direct Cost: ¥400,000)
Fiscal Year 1994: ¥1,700,000 (Direct Cost: ¥1,700,000)
KeywordsFlame / Radical reaction / Dimerization / Radical scavenger / sulfoxide / 不飽和化合物
Research Abstract

Unsaturated amines, carboxylic acids, and amino acids were dimerized by means of the flame-induced reaction in aqueous solution. Crotonic acid afforded mainly diethylsuccinic acid among three isomers expected in this reaction, indicating that the first step of the dimerization is an addition of a hydrogen atom to the C-C double bond so as to give a more stable carbon radical.
Saturated aliphatic amines and carboxylic acids were also employed as substrates and dimers were obtained in 10-20 % yields. In this case, the first step of the reaction is abstraction of a hydrogen atom from an alkyl group by a hydroxyl radical.
S-Methyl cysteine sulfoxide and methionine sulfoxide afforded 2,5-diaminoadipic acid and 2,7-diaminosuberic acid, respectively, in this reaction, thought in low yields. This reaction revealed to proceed through C-S bond cleavage by the action of a hydroxyl radical.

Report

(3 results)
  • 1995 Annual Research Report   Final Research Report Summary
  • 1994 Annual Research Report
  • Research Products

    (5 results)

All Other

All Publications (5 results)

  • [Publications] A.Shimoyama,H.Ikeda,S.Nomoto and K.Harada.: "Formation of carboxylic acids from elemental carbon and water by arc-discharge experiments." Bulletin of the Chemical Society of Japan. 67. 257-259 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] A.Shimoyama,Y.Nakano,and S.Nomoto.: "A new parameter for maturity assessment of organic materials in sediments based on thermal isomerization of monomethylphenanthrenes" Chemistry letters. 1917-1920 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] A.Shimoyama, H.Ikeda, S.Nomoto, and K.Harada: "Formation of carboxylic acids from elemental carbon and water by arc-discharge experiments." Bulletin of the Chemical Society of Japan. 67. 257-259 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] A.Shimoyama, Y.Nakano, and S.Nomoto: "A new parameter for maturity assessment of organic materials in sediments based on thermal isomerization of monomethylphenanthrenes" Chemistry Letters. 1917-1920 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] S.Nomoto et al.: "A New Parameter for Maturity Assessment of Organic Materials in Sediments Based on Thermal Isomerization of Monomethylphenanthrenes" CHEMISTRY LETTERS. 1917-1920 (1994)

    • Related Report
      1994 Annual Research Report

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Published: 1994-04-01   Modified: 2016-04-21  

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