- Determination of the Chemical Structure of the Intense Roasty, Popcorn-like Odorant 5-Acetyl-2,3-dihydro-1,4-thiazine
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The chemical structure of a novel intense popcorn-like odorant isolated from the reaction of cysteine and ribose was studied by one- and two-dimensional NMR spectroscopy and high-resolution mass spectrometry, and the structure elucidation was confirmed by synthetic experiments.Thus, the odorant was identified as 5-acetyl-2,3-dihydro-1,4-thiazine (ADT).A sensory study including 5-propionyl-(PDT) and 5-butanoyl-2,3-dihydro-1,4-thiazine (BDT) revealed that also PDT and BDT elicited roasty, popcorn-like odors.However, the odor threshold of the BDT was by a factor of 50 000 higher than those ADT and PDT (0.06 and 0.1 ng/L of air, respectively).Keywords: 5-Acetyl-2,3-dihydro-1,4-thiazine; 5-propionyl-2,3-dihydro-1,4-thiazine; 5-butanoyl-2,3-dihydro-1,4-thiazine; odor threshold; synthesis; cysteamine; 2,3-butanedione
- Hofmann, Thomas,Haessner, Rainer,Schieberle, Peter
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- Synthesis of Heterocyclic Ketene N,S-Acetals and Their Reactions with Esters of α,β-Unsaturated Acids
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Ketene S,S-acetals 2 react with 2-amino-1-ethanethiol to afford the substituted 2-methylenethiazolidines 3.The structure of these products as ketene N,S-acetals is confirmed by spectroscopic data.Compounds 3a-f react with esters of α,β-unsaturated acids t
- Huang, Zhi-Tang,Shi, Xian
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p. 162 - 167
(2007/10/02)
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- Synthesis of Acetyl-Substituted Heterocyclic Ketene Aminals and Their Deactylation Reaction
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The acetyl-substituted heterocyclic ketene aminals 3-6 were synthesized by the reaction of ketene dithioacetals 2 with diamines.The deacetylation of heterocyclic diacetyl ketene-aminals by alkali was studied, and the corresponding monoacetyl derivatives were studied.
- Wang, He-Ting,Wang, Xiao-Jun,Huang, Zhi-Tang
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p. 2141 - 2145
(2007/10/02)
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