3-deuterio-thiophene | 1192-05-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 3-deuterio-thiophene
• 英文别名: Thiophen-3-d；3-Deuterothiophen；3-Deuterio-thiophen；3-D-Thiophen；Thiophene-3-d；3-deuteriothiophene
• CAS: 1192-05-8
• 化学式: C₄H₄S
• 分子量: 85.1338
• InChiKey: YTPLMLYBLZKORZ-MICDWDOJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  5
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3-碘噻吩 、 乙酸-D1 在 重水 、 锌 作用下， 生成 3-deuterio-thiophene
  参考文献：
  名称：

  Microwave Spectra of Thiophene, 2‐ and 3‐Monodeutero, 3,3′‐Dideutero, and Tetradeuterothiophene. Structure of the Thiophene Molecule

  摘要：

  2- and 3-monodeutero, 3,3′-dideutero, and tetradeuterothiophene have been prepared and their microwave spectra recorded together with the microwave spectrum of ordinary thiophene (C4H4S). Lines originating from the 4% content of C4H4S34 and the 2% content of C3C13H4S in ordinary thiophene (both the 2- and the 3-C13 species) were also identified. For all isotopic species rotational constants of high accuracy were obtained. The total material is sufficient for a complete determination of all the 8 geometrical parameters of thiophene.

  DOI：

  10.1063/1.1743138

文献信息

• Use of simple test reactions to characterise the catalytic activity of a commercial CoO-MoO3-Al2O3 catalyst
  作者：Christopher S. John、James G. Williamson、Lois V. F. Kennedy、J. Kelvin Tyler

  DOI：10.1039/f19807601356

  日期：——

  Exchange of thiophene with D2 and reactions of deuterium-labelled propene and isobutene, followed using a combination of mass spectrometry and microwave spectroscopy, have been used to characterise the catalytic nature of a commercial CoO-MoO3-Al2O3(CMA) catalyst. The results indicate that the activity of partially sulphided CMA, produced by exposure to H2S or by hydrodesulphurization (h.d.s.) of ethanethiol

  噻吩与D 2的交换以及氘标记的丙烯和异丁烯的反应，然后结合质谱和微波光谱法，已用于表征商业CoO-MoO 3 -Al 2 O 3（CMA）的催化性质催化剂。结果表明，通过暴露于H 2 S或乙硫醇的加氢脱硫（hds）产生的部分硫化的CMA的活性与未负载的MoS 2的活性非常相似。因此，硫化CMA对噻吩中的α氢交换显示出高选择性/活性，并通过半氢化中间体催化丙烯中的双键迁移，这是MoS 2的活性特征，而氧化物CMA对α交换的活性低得多，并且对于后者反应显示路易斯酸型活性。似乎在hds期间CMA催化剂可以有用地描述为“双功能”，其中MoS 2负载在酸性载体上并由其稳定。
• Notes - Substitution of Halogens by Deuterium in Organic Compounds Without Undesired Exchange of Hydrogen by Deuterium
  作者：Borge Bak

  DOI：10.1021/jo01113a601

  日期：1956.7
• Gas-Phase Reactivity of Ethyl Cations:  Protonation and Alkylation of <i>N</i>-Methylpyrrole and Thiophene
  作者：G. Angelini、R. Bucci、G. Laguzzi、C. Siciliano、A. L. Segre

  DOI：10.1021/jp980899v

  日期：1998.8.1

  The gas-phase reactivity, in terms of deuteration versus alkylation, of radiolytically formed ethyl cations C2D5+ toward N-methylpyrrole and thiophene has been studied in CH4-C2D6 systems at 760 and 1520 Torr and in the presence of variable concentrations of triethylamine (TEA) with the aim of obtaining quantitative data on their competitive behavior. The substrate intramolecular selectivity has also been determined in both reaction channels. The gas-phase behavior of ethyl cations under high-pressure conditions demonstrates their predominant Bronsted versus Lewis acid reactivity toward the selected heteroaromatics, whose branching ratios, at a total pressure of 760 Torr, are 2.34 for N-methylpyrrole and 2.08 for thiophene. Intramolecular selectivity results indicate a substrate alkylation beta:alpha 58:42 for N-methylpyrrole and beta:alpha = 46:54 for thiophene. The substrate deuteration, determined by H-2 NMR, is beta:alpha 50:50 for N-methylpyrrole and beta:alpha = 36:64 for thiophene.