Flame-induced Dimerization of Organic Compounds in Aqeous Solution
Project/Area Number |
06660126
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Research Category |
Grant-in-Aid for General Scientific Research (C)
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Allocation Type | Single-year Grants |
Research Field |
Bioproduction chemistry/Bioorganic chemistry
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Research Institution | University 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)
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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)
|
Keywords | Flame / 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.
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Report
(3 results)
Research Products
(5 results)