1,2,5,6,9,10-hexathiacyclododecane | 100189-77-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 有机二硫化物
• 英文名称: 1,2,5,6,9,10-hexathiacyclododecane
• CAS: 100189-77-3
• 化学式: C₆H₁₂S₆
• 分子量: 276.557
• InChiKey: ZGWQWICDYRJNFU-UHFFFAOYSA-N

物化性质

• 沸点：
  428.0±35.0 °C(Predicted)
• 密度：
  1.318±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  152
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  copper(l) iodide 、 1,2,5,6,9,10-hexathiacyclododecane 以 二氯甲烷 、 乙腈 为溶剂， 以61%的产率得到
  参考文献：
  名称：

  New compounds with extended structure latticesfrom the reactions of cuprous iodide with cyclicpolydisulfides

  摘要：

  The reactions of CuI with 1,2,5,6-tetrathiacyclooctane, 1 SrCH2CH2SSCH2CH2S and 1,2,5,6,9,10-hexathiacyclododecane, 2 SCH2CH2SSCH2CH2SSCH2CH2S in acetonitrile solvent have yielded the new compounds [Cu2I2(mu-SCH2CH2SSCH2CH2S)]infinity, 3 and [CuI(mu-SCH2CH2SSCH2CH2SSCH2CH2S]infinity, 4 in yields of 75 and 61%, respectively. Both products were characterized crystallographically. Compound 3 contains a network of CuI double chains with step ladder-like structures. The chains are linked by bridging eta(2)-tetrathiacyclooctane ligands to form 2-dimensional sheets through coordination of the disulfide groups to the copper atoms. Compound 4 contains isolated Cu2I2 groups which are linked by two bridging eta(2)-hexathiacyclododecane ligands to form 1-dimensional chains along the crystallographic b-direction. (C) 1998 Elsevier Science Ltd.

  DOI：

  10.1016/s0277-5387(97)00318-5
• 作为产物：
  描述：

  环硫乙烷 在 乙腈(五羰基)钨(0) 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以45.3 mg的产率得到1,2,5,6,9,10-hexathiacyclododecane
  参考文献：
  名称：

  通过 W(CO)5Grouping 催化硫丙烷的转化。环状多二硫化物的新途径

  摘要：

  本文报道了硫杂丙烷、2(R),3(S)-二甲基硫杂丙烷 (cis-DMT) 和 2(R),3(R)(2(S), 3(S))-二甲基硫杂丙烷的一些有趣的新转化(trans-DMT) 由 W(CO){sub 5} 组。过量的硫杂丙环与 W(CO){sub 5}-(NCMe) 的反应导致形成环状聚二硫化物 (CH{sub 2}-CH{sub 2}SS){sub n}, 1-4 , n = 2-5 加上乙烯催化。这种新的催化硫杂丙环反应的案例表明，它可能是合成大量这些和其他环状聚二硫化物的实用途径。17 参考，1 图。

  DOI：

  10.1021/ja960460l

文献信息

• Toward Naphthocyclinones: Doubly Connected Octaketide Dimers with a Bicyclo[3.2.1]octadienone Core by Thiolate-Mediated Cyclization
  作者：Yoshio Ando、Subaru Hori、Takumi Fukazawa、Ken Ohmori、Keisuke Suzuki

  DOI：10.1002/anie.201503442

  日期：2015.8.10

  A viable method is reported for the synthesis of the bicyclo[3.2.1]octadienone scaffold in naturally occurring octaketide dimers. The procedure employs a reductive cyclization reaction mediated by an unusual ethanedithiol monosodium salt.

  报道了一种在天然存在的octaketide二聚体中合成双环[3.2.1]辛二烯酮支架的可行方法。该方法采用由不寻常的乙二硫醇单钠盐介导的还原环化反应。
• Rhenium-Catalyzed Oxidation of Thiols and Disulfides with Sulfoxides
  作者：Jeffrey B. Arterburn、Marc C. Perry、Sherry L. Nelson、Benjamin R. Dible、Mylena S. Holguin

  DOI：10.1021/ja972013r

  日期：1997.10.1
• Catalytic Transformations of Thiiranes by the W(CO)₅ Grouping. A New Route to Cyclic Polydisulfides
  作者：Richard D. Adams、Joachim A. Queisser、John H. Yamamoto

  DOI：10.1021/ja960460l

  日期：1996.1.1

  interesting new transformations of thiirane, 2(R),3(S)-dimethylthiirane (cis-DMT), and 2(R),3(R)(2(S), 3(S))-dimethylthiirane (trans-DMT) by the W(CO)sub 5} group. The reaction of an excess of thiirane with W(CO)sub 5}-(NCMe) leads to the formation of the cyclic polydisulfides (CHsub 2}-CHsub 2}SS)sub n}, 1-4, n = 2-5 plus ethylene catalytically. The case of this new catalytic thiirane reaction indicates

  本文报道了硫杂丙烷、2(R),3(S)-二甲基硫杂丙烷 (cis-DMT) 和 2(R),3(R)(2(S), 3(S))-二甲基硫杂丙烷的一些有趣的新转化(trans-DMT) 由 W(CO)sub 5} 组。过量的硫杂丙环与 W(CO)sub 5}-(NCMe) 的反应导致形成环状聚二硫化物 (CHsub 2}-CHsub 2}SS)sub n}, 1-4 , n = 2-5 加上乙烯催化。这种新的催化硫杂丙环反应的案例表明，它可能是合成大量这些和其他环状聚二硫化物的实用途径。17 参考，1 图。
• New compounds with extended structure latticesfrom the reactions of cuprous iodide with cyclicpolydisulfides
  作者：Richard D. Adams、Mingsheng Huang、Sherida Johnson

  DOI：10.1016/s0277-5387(97)00318-5

  日期：1998.8

  The reactions of CuI with 1,2,5,6-tetrathiacyclooctane, 1 SrCH2CH2SSCH2CH2S and 1,2,5,6,9,10-hexathiacyclododecane, 2 SCH2CH2SSCH2CH2SSCH2CH2S in acetonitrile solvent have yielded the new compounds [Cu2I2(mu-SCH2CH2SSCH2CH2S)]infinity, 3 and [CuI(mu-SCH2CH2SSCH2CH2SSCH2CH2S]infinity, 4 in yields of 75 and 61%, respectively. Both products were characterized crystallographically. Compound 3 contains a network of CuI double chains with step ladder-like structures. The chains are linked by bridging eta(2)-tetrathiacyclooctane ligands to form 2-dimensional sheets through coordination of the disulfide groups to the copper atoms. Compound 4 contains isolated Cu2I2 groups which are linked by two bridging eta(2)-hexathiacyclododecane ligands to form 1-dimensional chains along the crystallographic b-direction. (C) 1998 Elsevier Science Ltd.