13-methyl-2,6-dithia[7]metacyclophene | 30682-21-4

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 13-methyl-2,6-dithia[7]metacyclophene
• 英文别名: 13-Methyl-3,7-dithiabicyclo[7.3.1]trideca-1(13),9,11-triene；13-methyl-3,7-dithiabicyclo[7.3.1]trideca-1(13),9,11-triene
• CAS: 30682-21-4
• 化学式: C₁₂H₁₆S₂
• 分子量: 224.391
• InChiKey: ZTPKXFHBCQMFRX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,3-丙二硫醇 、 1,3-bis(bromomethyl)toluene 在 氢氧化钾 、 sodium tetrahydroborate 作用下， 以 乙醇 、 水 、 苯 为溶剂， 反应 24.0h， 以40%的产率得到13-methyl-2,6-dithia[7]metacyclophene
  参考文献：
  名称：

  13-Methyl-2,6-dithia[7]metacyclophane:  A Useful Molecule To Connect VT NMR Results and Structure with Calculations

  摘要：

  Ground state energies (DFT) and H-1 and C-13 NMR chemical shifts are calculated for the conformers of 13-methyl-2,6-dithia[7]metacyclophane (1), and the results are compared with X-ray structural data and variable-temperature NMR data, including the determination of the activation barrier. Calculations predict the correct low energy conformer with good agreement with chemical shifts. bond distances, and angles. VT NMR data for the 10-tert-butyl-substituted derivative 2 indicate that it undergoes the same conformational equilibria as 1. This paper should enhance the confidence that organic chemists have in calculations to satisfactorily predict conformer energies.

  DOI：

  10.1021/jo0484272

文献信息

• 13-Methyl-2,6-dithia[7]metacyclophane:  A Useful Molecule To Connect VT NMR Results and Structure with Calculations
  作者：Reginald H. Mitchell、Rachel Blunden、Gavin Hollett、Subhajit Bandyopadhyay、Richard Vaughan Williams、Brendan Twamley

  DOI：10.1021/jo0484272

  日期：2005.1.1

  Ground state energies (DFT) and H-1 and C-13 NMR chemical shifts are calculated for the conformers of 13-methyl-2,6-dithia[7]metacyclophane (1), and the results are compared with X-ray structural data and variable-temperature NMR data, including the determination of the activation barrier. Calculations predict the correct low energy conformer with good agreement with chemical shifts. bond distances, and angles. VT NMR data for the 10-tert-butyl-substituted derivative 2 indicate that it undergoes the same conformational equilibria as 1. This paper should enhance the confidence that organic chemists have in calculations to satisfactorily predict conformer energies.