引用本文:
何大淹, 邢其毅, 金声, 吕木坚. 3-巯基香豆素和二苯胺的α-氨甲基化反应(Mannich反应)的动力学研究[J]. 物理化学学报,
1990, 6(06): 699-705.
doi:
10.3866/PKU.WHXB19900612
Citation: He Da-Yan, Xing Qi-Yi, Jin Sheng, Lu Mu-Jian. KINETIC STUDY OF THE MANNICH REACTION OF 3-THIOLCOUMARIN WITH DIPHENYLAMINE[J]. Acta Physico-Chimica Sinica, 1990, 6(06): 699-705. doi: 10.3866/PKU.WHXB19900612
Citation: He Da-Yan, Xing Qi-Yi, Jin Sheng, Lu Mu-Jian. KINETIC STUDY OF THE MANNICH REACTION OF 3-THIOLCOUMARIN WITH DIPHENYLAMINE[J]. Acta Physico-Chimica Sinica, 1990, 6(06): 699-705. doi: 10.3866/PKU.WHXB19900612
3-巯基香豆素和二苯胺的α-氨甲基化反应(Mannich反应)的动力学研究
摘要:
通过实验及动力学研究, 证明-3巯基香豆素(6)和二苯胺发生α-氨甲基化反应时, 是(6)首先和甲醛反应, 生成S-半缩醛——3-羟甲硫基香豆素(7), 然后再与二苯胺反应形成3-二苯胺甲硫基香豆素(8), 3-羟甲硫基香豆素与二苯胺在冰醋酸的催化作用下进行反应时, 随着酸浓度的改变, 反应机理发生了改变, 本文对这一反应机理进行了讨论和解释。
English
KINETIC STUDY OF THE MANNICH REACTION OF 3-THIOLCOUMARIN WITH DIPHENYLAMINE
Abstract:
A kinetic study of the Mannich reaction of 3-thiolcoumarin with diphenylamine was studied. It was found that the mechanism of this reaction is different from the classical mechanism of Mannich reaction. 3-Thiolcoumarin first condenses with form-aldehyde to produce 3-hydroxy-methylthiocoumarin which then reacts with diphenyl-amine with the formation of the a-aminomethylated thioether. The reaction appears to be third order at low concentrations (below 0.2 mol·L~(-1)) and first order at higher concentrations (above 0.35 mol·L~(-1)) of the acetic acid used in the acid catalysis.
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