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        兩種新型羰基呋喃類香料前體的制備及其熱性能
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        河南農業大學煙草學院

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        中圖分類號:

        O626.3

        基金項目:

        新型吡嗪類香味化合物的合成及其應用研究(NO. 30600715);河南農業大學拔尖人才項目(NO. 30501028)


        Preparation and thermal properties of two new carbonyl furan flavor precursors
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        College of Tobacco Science, Henan Agricultural University

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          摘要:

          為開發羰基呋喃類香料前體,分別以2-乙?;拎?、2-乙?;绶院涂反紴槠鹗荚?,在iprPNP型Pincer錳催化劑的催化作用下經脫氫偶聯反應一步合成3-(呋喃-2-基)-1-(吡啶-2-基)丙-1-酮 (Ⅲa)和3-(呋喃-2-基)-1-(噻吩-2-基)丙-1-酮 (Ⅲb)。通過1H NMR、13C NMR、HRMS表征目標化合物的結構,并對其熱性能進行鑒定。結果表明,目標化合物Ⅲa從99.9 ℃開始降解,主要失重區間為99.9~875 ℃,在259 ℃失重速率最大,總失重為97.31%;目標化合物Ⅲb從116.2 ℃開始降解,主要失重區間為116.2~875 ℃,在274 ℃失重速率最大,總失重為98.41%。在300~900 ℃的有氧裂解氛圍下,目標化合物Ⅲa裂解后主要有烷基呋喃類、烷基吡啶類、2-乙酰吡啶等特征香味物質;目標化合物Ⅲb裂解后鑒定出烷基呋喃類、烷基噻吩類、2-乙酰呋喃等特征香味物質。通過對單料煙進行加香效應評價,確定目標化合物Ⅲb的最適宜添加量為3mg/kg。

          Abstract:

          In order to develop carbonyl furan flavor precursors, 2-acetylpyridine, 2-acetylthiophene and furfuryl alcohol were used as raw materials to synthesize 1-(furan-2-yl)-1-(Pyridin-2-yl) propan-1-one (Ⅲa) and 1-(furan-2-yl)-1-(thiophen-2-yl) propan-1-one (Ⅲb) in one step via dehydrogenative coupling reaction using iprPNP pincer manganese catalyst. The structure of the compounds Ⅲa and Ⅲb was characterized by 1H NMR, 13C NMR and HRMS, and its thermal properties were identified. The results showed that the target compound Ⅲa began to degrade from 99.9 °C, the main weightlessness interval was 99.9-875 °C, and the weightlessness rate was the largest at 259 °C, with a total weightlessness of 97.31%. The target compound Ⅲb began to degrade from 116.2 °C, the main weightlessness interval was 116.2~875 °C, and the maximum weightlessness rate at 274 °C was 98.41%. Under the aerobic cracking atmosphere of 300~900 °C, a total of 9 volatile products were identified after the cracking of the target compound Ⅲa, mainly including alkyl furans, alkyl pyridines, 2-acetylpyridine and other characteristic fragrance substances; After the cracking of the target compound Ⅲb, a total of 13 volatile products were identified, mainly including alkyl furans, alkyl thiophenes, 2-acetylfurans and other characteristic fragrance substances. According to the changes in the types and relative contents of the main cleavage products, the cracking mechanism was preliminarily revealed. The most suitable addition amount of target compound Ⅲb in a single cigarette is 3mg/kg through the evaluation of incense effect.

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        李欣燕,張曉雨,趙巧玥,崔冰,來洪濤,邵志暉,趙銘欽.兩種新型羰基呋喃類香料前體的制備及其熱性能[J].精細化工,2023,40(6):

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        歷史
        • 收稿日期:2022-08-24
        • 最后修改日期:2022-11-23
        • 錄用日期:2022-12-01
        • 在線發布日期: 2023-05-11
        • 出版日期:
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