2,5-bis-mercaptomethyl-[1,4]dithiane-2,5-diol | 859309-77-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二噻烷
• 英文名称: 2,5-bis-mercaptomethyl-[1,4]dithiane-2,5-diol
• 英文别名: 2,5-Bis-mercaptomethyl-[1,4]dithian-2,5-diol；2,5-Bis(sulfanylmethyl)-1,4-dithiane-2,5-diol；2,5-bis(sulfanylmethyl)-1,4-dithiane-2,5-diol
• CAS: 859309-77-6
• 化学式: C₆H₁₂O₂S₄
• 分子量: 244.424
• InChiKey: SDGBFAUKLQPOCL-UHFFFAOYSA-N

物化性质

• 沸点：
  474.4±45.0 °C(Predicted)
• 密度：
  1.468±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  93.1
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,5-bis-mercaptomethyl-[1,4]dithiane-2,5-diol 生成 1,3-acetonedithiol
  参考文献：
  名称：

  Schotte, Arkiv foer Kemi, 1953, vol. 5, p. 533,540

  摘要：

  DOI：
• 作为产物：
  描述：

  1,3-二氯丙酮 在 sodium hydrogensulfide 、 水 作用下， 生成 2,5-bis-mercaptomethyl-[1,4]dithiane-2,5-diol
  参考文献：
  名称：

  Schotte, Acta Chemica Scandinavica (1947), 1950, vol. 4, p. 1304

  摘要：

  DOI：

文献信息

• Cesium dithiolate based syntheses of keto-functionalized thio-crown ethers employing the novel building block 1,3-dimercaptoacetone. Molecular structures of 2,5,9,12-tetrathia-7-oxo-(13)-m-benzenophane and 1,4,7,10,13-pentathiacyclohexadecan-15-one
  作者：Jilles J. H. Edema、Jan Buter、Franck S. Schoonbeek、Auke Meetsma、Fre van Bolhuis、Richard M. Kellogg

  DOI：10.1021/jo00073a019

  日期：1993.10

  Cyclization of the bis cesium thiolate (generated in situ) of 1,3-dimercaptoacetone (1) with alpha,omega-dihalides in DMF affords the corresponding cyclic thioethers in good yields, providing an efficient alternative route to keto-functionalized thio-crown ethers. A previously suggested dimeric structure for 1 is supported by NMR spectra, which also allow distinction between cis and trans isomers of 1. Equilibration between the isomers can also be followed by NMR. The molecular structures of two specific thio-crown ethers have been determined by X-ray crystallography. Crystal data for 2,5,9,12-tetrathia-7-oxo-(13)-m-benzenophane (8) at 130 K: triclinic, space group P-1; a = 7.230(1) angstrom, b = 8.690(1) angstrom, c = 13.253(1) angstrom, alpha = 83.153(7)-degrees, beta = 84.257(6)-degrees, gamma = 85.575(6)-gamma, Z = 2, mu(Mo Kalpha) = 5.5 cm-1, R = 0.029 (R(w) = 0.041) for 3082 reflections (I greater-than-or-equal-to 2.5sigma(I)). Crystal data for 1,4,7,10,13-pentathiacyclohexadecan-15-one (9) at 140 K: monoclinic, space group P2(1)/a; a = 16.558(1) angstrom, b = 5.399(1) angstrom, c = 16.734(1) angstrom, beta = 90.28(5)-degrees, Z = 4, mu(Mo Kalpha) = 7.3 cm-1, R = 0.048 (R(w) = 0.66) for 3021 reflections (I greater-than-or-equal-to 3sigma(I)).
• Schotte, Arkiv foer Kemi, 1953, vol. 5, p. 533,540
  作者：Schotte

  DOI：——

  日期：——
• Schotte, Acta Chemica Scandinavica (1947), 1950, vol. 4, p. 1304
  作者：Schotte

  DOI：——

  日期：——