3-oxo-1,5,8,12-tetrathiacyclotetradecane | 136789-32-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-oxo-1,5,8,12-tetrathiacyclotetradecane
• 英文别名: Keto[14]aneS~4~；1,4,8,11-tetrathiacyclotetradecan-6-one
• CAS: 136789-32-7
• 化学式: C₁₀H₁₈OS₄
• 分子量: 282.516
• InChiKey: PJBQGSNSMFNASC-UHFFFAOYSA-N

物化性质

• 沸点：
  450.2±40.0 °C(Predicted)
• 密度：
  1.163±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  118
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-oxo-1,5,8,12-tetrathiacyclotetradecane 在 对甲苯磺酸 、 一水合肼 作用下， 以 甲苯 为溶剂， 反应 16.0h， 以38%的产率得到N,N'-Bis-(1,4,8,11-tetrathia-cyclotetradec-6-ylidene)-hydrazine
  参考文献：
  名称：

  Intra-versus inter-molecular azine formation in thiocrown ether chemistry

  摘要：

  叠氮是由酮官能化的硫代皇冠醚制备的；二酮的例子会发生分子内反应。

  DOI：

  10.1039/c39920001558
• 作为产物：
  描述：

  2,5-bis-mercaptomethyl-[1,4]dithiane-2,5-diol 、 1,3-bis(2-chloroethylthio)-n-propane 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以67%的产率得到3-oxo-1,5,8,12-tetrathiacyclotetradecane
  参考文献：
  名称：

  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

  摘要：

  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)).

  DOI：

  10.1021/jo00073a019

文献信息

• Synthesis and characterisation of thioether crown hydrazones, and palladium(II) and platinum(II) complexes of 6-(2,4-dinitrophenylhydrazono)-1,4,8,11-tetrathiacyclotetradecane
  作者：Liam R. Sutton、Alexander J. Blake、Wan-Sheung Li、Martin Schröder

  DOI：10.1039/a705996e

  日期：——

  Reaction of the functionalised thioether crowns [14]aneS4-6-one (1,4,8,11-tetrathiacyclotetradecan-6-one, L1) and [10]aneS3-9-one (1,4,7-trithiacyclodecan-9-one, L2) with 2,4-dinitrophenylhydrazine in a protic solvent under acidic catalysis afforded the corresponding hydrazones L3 and L4, respectively, in high yield. Reaction of [14]aneS4-6-one with p-nitrophenylhydrazine under similar conditions affords

  功能化的硫醚冠的反应[14] aneS 4 -6-one（1,4,8,11-四硫代环四癸烷-6-one，L 1）和[10] aneS 3 -9-one（1,4,7-在质子溶剂中，在酸性催化下，用2，4-二硝基苯肼与三噻吩并癸-9-1，L 2）分别以高收率得到相应的L 3和L 4。[14] aneS 4 -6-one与对硝基苯基肼在相似条件下反应，得到L L 5。L 3与[CN ]中的[Pd（MeCN）4 ] [BF 4 ] 2反应生成络合物[Pd（L3）] [BF 4 ] 2，而该配体与MeCN中的[Pt（EtCN） 4 ] [CF 3 SO 3 ] 2反应得到[Pt（L 3）] [CF 3 SO 3 ] 2。已经确定了L 3 -L 5和[Pd（L 3）] [BF 4 ] 2的单晶结构。在所有情况下，观察到π-π堆积，自由大环结晶为面共享部分的聚合物阵列。在[Pd（L 3）] 2+，π-π相互作用与平面[PdS
• Synthesis, complexation behaviour and reactions of thia-crown ethers incorporating propan-2-one units
  作者：J. Buter、Richard M. Kellogg、F. van Bolhuis

  DOI：10.1039/c39910000910

  日期：——

  Thia-crown ethers containing ketone functionality derived from 1,3-dichloroacetone have been prepared in 70–80% yields; the crystal structures of one free macrocycle and two AgI complexes have been determined.

  以1,3-二氯丙酮为原料制备的含酮官能团的硫杂环醚的收率可达70-80%；已确定了一个游离大环和两个碘化银复合物的晶体结构。
• NON-AQUEOUS ELECTROLYTE SOLUTION ADDITIVE, NON-AQUEOUS ELECTROLYTE SOLUTION FOR LITHIUM SECONDARY BATTERY AND LITHIUM SECONDARY BATTERY, COMPRISING NON-AQUEOUS ELECTROLYTE SOLUTION ADDITIVE
  申请人：LG Chem, Ltd.

  公开号：EP3509155A1

  公开（公告）日：2019-07-10

  The present invention relates to a non-aqueous electrolyte solution additive, and a non-aqueous electrolyte solution for a lithium secondary battery and a lithium secondary battery which include the same, and particularly, to a non-aqueous electrolyte solution additive including a compound based on a cyclic sulfur structure, and a secondary battery in which low-voltage failure due to metal dissolution may be improved by including the same.

  本发明涉及一种非水电解质溶液添加剂，以及一种用于锂二次电池的非水电解质溶液和一种包含该添加剂的锂二次电池，特别是涉及一种非水电解质溶液添加剂，该添加剂包括一种基于环硫结构的化合物，以及一种包含该添加剂可改善因金属溶解而导致的低电压失效的二次电池。
• 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)).
• Intra-versus inter-molecular azine formation in thiocrown ether chemistry
  作者：Jilles J. H. Edema、Jan Buter、Richard M. Kellogg、Anthony L. Spek、Fre van Bolhuis

  DOI：10.1039/c39920001558

  日期：——

  Azines are prepared from keto-functionalized thiocrown ethers; a diketo example reacts intramolecularly.

  叠氮是由酮官能化的硫代皇冠醚制备的；二酮的例子会发生分子内反应。