S-甲基-N,N-二甲基硫代乙酰胺碘化物 | 25355-12-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 亚氨硫酯类
• 中文名称: S-甲基-N,N-二甲基硫代乙酰胺碘化物
• 英文名称: S-methyl-N,N-dimethylthioacetamidium iodide
• 英文别名: dimethyl-(1-methylsulfanyl-ethylidene)-ammonium; iodide；dimethyl-(1-methylsulfanyl-ethyliden)-ammonium; iodide；Dimethyl-(1-methylmercapto-aethyliden)-ammonium; Jodid；Dimethylamino-methylmercapto-methylcarbonium-jodid；N,N,S-Trimethyl-thioacetamidinium；N,N,S-Trimethyl-thioacetamidium；dimethyl(1-methylsulfanylethylidene)azanium;iodide
• CAS: 25355-12-8
• 化学式: C₅H₁₂NS*I
• 分子量: 245.127
• InChiKey: KYYMIDQDRUPTIF-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.96
• 重原子数：
  8.0
• 可旋转键数：
  0.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  3.01
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  S-甲基-N,N-二甲基硫代乙酰胺碘化物 在 sodium azide 作用下， 生成 5-dimethylamino-1,5-dimethyl-5H-1λ⁴-[1,2,3,4]thiatriazole
  参考文献：
  名称：

  1,5-二氢-1,2,3,4-硫杂（小号IV）从季盐三唑NN二取代的硫代酰胺和叠氮化钠

  摘要：

  二取代硫代酰胺的季盐[例如（I）]在室温下与叠氮化钠水溶液反应，可高收率得到大约为1,5,5-三取代的1,5-二氢-1,2,3,4-硫杂（S IV）三唑[例如（III）]。它们被稀酸分解而失去氮，得到giving [例如（VII）]和硫磺S-酯[例如（VIII）]。当将噻三唑（III）在甲苯或环己烯中的溶液中加热时，分别形成苯甲醛或环己-2-烯酮的二硫缩醛。

  DOI：

  10.1039/p19740000540
• 作为产物：
  描述：

  N,N-二甲基硫代乙酰胺 、 碘甲烷 以 乙醚 为溶剂， 生成 S-甲基-N,N-二甲基硫代乙酰胺碘化物
  参考文献：
  名称：

  Gompper,R.; Elser,W., Justus Liebigs Annalen der Chemie, 1969, vol. 725, p. 64 - 72

  摘要：

  DOI：

文献信息

• Zelenin, K. N.; Pinson, V. V.; Khrustalev, V. A., Journal of Organic Chemistry USSR (English Translation), 1982, vol. 18, # 8, p. 1410 - 1415
  作者：Zelenin, K. N.、Pinson, V. V.、Khrustalev, V. A.

  DOI：——

  日期：——
• Specific Molecular Orbital Contributions to Nucleophilicity. The Thiocarbonyl Group as Priviledged Monitor to Pinpoint Active and Less Active Molecular Orbitals in Reactions with Methylating Agents
  作者：M. Arbelot、A. Allouche、K. F. Purcell、M. Chanon

  DOI：10.1021/jo00113a010

  日期：1995.4

  The rate constants for 41 compounds bearing a C=S function reacting with MeX (X = I, Tos) span 7 orders of magnitude. The PES spectra of these compounds display two very low energy peaks, which stand clearly apart from the other peaks. These two peaks correspond to the pi orbitals of the C-S group; one is its CS pi bonding orbital oriented out of the molecular plane (pi(CS)) and the other its p-type in-plane lone pair orbital (pi(S)). For some of the compounds, the HOMO is the pi(CS) orbital and for others the HOMO is the ns lone pair orbital. The best correlation (R = 0.96) between rate constants h and PES data is obtained when In(k) is plotted against the inverse of PES energy of the pi(S) lone pair orbital. Whether this lone pair orbital is the HOMO or the next lower HOMO has no importance. A modest correlation (R = 0.78) is obtained when In(k) is plotted against the inverse of PES energy of the pi(CS) bonding orbital, An attempt to correlate the calculated energy of the third highest occupied orbital (from AM1 calculations) with In(h) provides a complete scattering of data (R < 0.1), but the calculated energy of the second lone pair orbital sigma(S) (approximate to 90 kcal mol-l deeper than the HOMO) correlates reasonably with In(h) (R = 0.88). The energies of the S 2s and 2p core orbitals (calculated for 13 cyclic compounds with the HF/3-21G technique to be 4000 to 5500 kcal mol(-1) deeper than HOMO) correlate with In(k) (R = 0.86) as well as does that of the second lone pair orbital os. These results are the first where both frontier orbitals and core orbitals display correlation with overall reactivity. They are discussed in terms of direct (perturbational) versus indirect (nonperturbational) concepts.
• Knunjanz; Raswadowskaja, Zhurnal Obshchei Khimii, 1939, vol. 9, p. 568
  作者：Knunjanz、Raswadowskaja

  DOI：——

  日期：——
• Jensen,K.A.; Nielsen,P.H., Acta Chemica Scandinavica (1947), 1966, vol. 20, p. 597 - 629
  作者：Jensen,K.A.、Nielsen,P.H.

  DOI：——

  日期：——
• Okecha,S.A.; Stansfield,F., Journal of the Chemical Society. Perkin transactions I, 1977, p. 1811 - 1814
  作者：Okecha,S.A.、Stansfield,F.

  DOI：——

  日期：——