2,2'-[己烷-1,6-二基二(硫代)]二乙醇 | 5416-14-8

• 物质功能分类: 有机原料 - 醇、酚、酚醇类化合物及衍生物
• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 中文名称: 2,2'-[己烷-1,6-二基二(硫代)]二乙醇
• 英文名称: 1,12-dihydroxy-3,10-dithiadodecane
• 英文别名: 1,6-bis(2-hydroxyethylthio)hexane；1,6-bis-(2-hydroxy-ethylsulfanyl)-hexane；1,6-Bis-(2-hydroxy-aethylmercapto)-hexan；2,2'-[hexane-1,6-diylbis(thio)]bisethanol；1,6-Bis-(-2-hydroxyethyl-thio)-hexan；2,2'-(Hexane-1,6-diylbis(thio))bisethanol；2-[6-(2-hydroxyethylsulfanyl)hexylsulfanyl]ethanol
• CAS: 5416-14-8
• 化学式: C₁₀H₂₂O₂S₂
• 分子量: 238.415
• InChiKey: TUWUPOYDYIRWEI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  91.1
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  2,2'-[己烷-1,6-二基二(硫代)]二乙醇 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以0.93 g的产率得到1,6-bis-(2-chloro-ethylsulfanyl)-hexane
  参考文献：
  名称：

  长链硫芥末降解过程中导致硫代二甘醇的意外反应途径

  摘要：

  用各种商业净化剂降解长链硫芥末，通过未报告的反应途径意外地形成了硫二甘醇（TDG）。化学战剂（CWA）降解产物必须与其参考化合物明确相关，才能实现国际验证协议。因此，使用水基去污剂形成TDG会导致该化学物质来源的不确定性，该不确定性已系统地用于明确证明环境和生物医学样品中存在钇铁矿。因此，这些新颖而空前的降解途径将导致出于法医目的对国际验证协议的修改，或者将TDG排除为堇青石的唯一标记。

  DOI：

  10.1021/acs.joc.8b01670
• 作为产物：
  描述：

  1,6-己二醇 在 硫酸 、 氢溴酸 、 sodium ethanolate 作用下， 生成 2,2'-[己烷-1,6-二基二(硫代)]二乙醇
  参考文献：
  名称：

  Gasson et al., Journal of the Chemical Society, 1948, p. 46

  摘要：

  DOI：

文献信息

• FACILE ONE-STEP SYNTHESIS OF DITHIAALKANEDIOLS
  作者：Mahabir P. Kaushik、Hemlata Rana

  DOI：10.1080/00304940509354957

  日期：2005.6

  diesters of fatty acids, which act as heat stabilizers for polymers." They also find application as emulsifying agents5 in photographic silver halide systems? cross linking agents for polymers and poly~rethane?~ in cosmetic compositions,* and in lubricant additive^.^ Because of their potential synthetic utility and our interest in their properties and characterization and in the development of new detection

  二硫代烷二醇是合成和降解化学战剂（CWA）的重要中间体，如倍半芥（4）'~~和硫芥（HD）。2*3强有机硫发泡剂。它们还可以作为潜在的生物标志物和合适的模型，用于验证战争中或任何恐怖组织使用硫磺发泡剂的情况。二硫代烷二醇也是合成脂肪酸二酯的潜在通用中间体，作为聚合物的热稳定剂。”它们还发现用作照相卤化银系统中的乳化剂5？聚合物和聚氨酯的交联剂？化妆品中成分，*和润滑剂添加剂^。^ 由于它们潜在的合成效用以及我们对它们的特性和表征以及新检测方法的开发的兴趣，我们决定重新研究它们的合成。在已报道的方法中，1~10~11 种作为便利的实验室途径值得一提。第一种方法是通过二溴化乙烯和单硫甘醇在乙醇钠中的相互作用或通过乙烯氯醇在亚乙基二硫醇的钠盐上的反应。第二种途径包括将二氯烷烃添加到由氢氧化钠水溶液和巯基乙醇制备的溶液中。然而，所报道的方法总是会导致产品受到原材料的污染，并且在处理金属钠时需要采取
• Ameduri, Bruno; Berrada, Khalid; Boutevin, Bernard, Phosphorus, Sulfur and Silicon and the Related Elements, 1993, vol. 83, # 1-4, p. 39 - 48
  作者：Ameduri, Bruno、Berrada, Khalid、Boutevin, Bernard、Bowden, Roy D.

  DOI：——

  日期：——
• bis-(2-Chloroethylmercapto)-alkanes¹
  作者：Thomas P. Dawson

  DOI：10.1021/ja01197a055

  日期：1947.5
• Metallathiacrown Ethers: Synthesis and Characterization of Transition-Metal Complexes Containing α,ω-Bis(phosphite)-Polythioether Ligands and an Evaluation of Their Soft Metal Binding Capabilities
  作者：Justin R. Martin、Aaron L. Lucius、Gary M. Gray

  DOI：10.1021/acs.organomet.5b00693

  日期：2015.9.28

  The metallathiacrown ethers cis-Mo(CO)(4)2,2'-(C12H8O2)PO-(CH2CH2S)(n)CH2CH2OP(2,2'-(O2H8C12))} (n = 2, 3) and cis-Mo(CO)(4)2,2'-(C12H8O2) POCH2CH2S-1-(C6H4)-2-SCH2CH2OP (2,2'-(O2H8C12))} have been prepared as soft metal selective molecular receptors. Multinudear NMR spectroscopy and X-ray crystallography have been used to show that byproducts formed during the syntheses of the metallathiacrown ethers cis-Mo(CO)(4)2,2'-(C12H8O2)PO-(CH2CH2S)(n)CH2CH2OP(2,2'-(O2H8C12))} (n = 2, 3) are homobinudear complexes with cis-Mo(CO)(4)(P-donor)(S-donor) centers. The abilities of the metallathiacrown ethers to bind PdC12 and PtC12 have been assessed using P-31H-1} NMR spectroscopy and X-ray crystallography. The complexes showed null results with PtCl2; however, the PtCl2 experiments showed that the complexes cis-Mo(CO)(4)2,2'-(C12H8O2)PO-(CH2CH2S)(n)CH2CH2OP(2,2'-(O2H8C12))} (n = 2, 3) formed heterobinudear cis,cis-Mo(CO)(4)2,2'-(C12H8O2)PO-(CH2CH2S)(n)CH2CH2OP(2,2'-(O2H8C12))} (n = 2, 3) complexes. The P-31H-1} NMR spectra of these complexes suggest a cis-PtS2Cl2 coordination environment in each, which leads to asymmetric binding in the latter complex. Binding of HgCl2 by the complexes cis-Mo(CO)(4)2,2'-(C12H8O2)PO-(CH2CH2S)(n)CH2CH2OP(2,2'-(O2H8C12))} (n = 2, 3) has been studied using (31P)H-1} NMR spectroscopy. Each complex was titrated with HgCl2, and the quantitative shifts in the P-31H-1} NMR spectra were fit to a binding mechanism. The n = 2 metallathiacrown ether binds HgC12 to form a 1:1 complex with Ka = 12.0(0.2) M-1. In contrast, interaction of HgCl2 with the n = 3 metallathiacrown ether results in isomerization to the trans complex, and HgCl2 binds to both isomers. A model has been adapted to fit the titration data of this complex and to extract equilibrium constants for each step in the cycle: the cis-trans equilibrium of the free,K-free (0.570 (0.004)), and bound, K-bond (0.16 (0.03)), metallathiacrown ethers, as well as the association binding constants for the cis, k(cis), ([4.1(0.3)] X 10(2)M(-1)) and trans, 'cans ([1.1( 0.2)] X 10(2) M-1), metallathiacrown ethers. The equilibrium constants demonstrate that the cis metallathiacrown ether binds more strongly to the HgCl2 than does the trans metallathiacrown ether and that the cis-trans equilibrium favors the cis metallathiacrown ether.
• CRISTESCU, Y. -E.;MAVRODIN, A.;CRISTESCU, C.;BOESTEANU, N.;SIMIONOVICI, M+
  作者：CRISTESCU, Y. -E.、MAVRODIN, A.、CRISTESCU, C.、BOESTEANU, N.、SIMIONOVICI, M+

  DOI：——

  日期：——