1,4,5,8-tetrathia-10-cyclododecyne

• 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: 1,4,5,8-tetrathia-10-cyclododecyne
• 英文别名: 1,4,5,8-tetrathiacyclododec-10-yne；1,2,5,10-Tetrathia-7-cyclododecin
• 化学式: C₈H₁₂S₄
• 分子量: 236.447
• InChiKey: KECXJVQDTPEJJR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.85
• 重原子数：
  12.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  1,2-乙二硫醇 、 1,4-二溴-2-丁炔 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以7%的产率得到1,4,5,8-tetrathia-10-cyclododecyne
  参考文献：
  名称：

  Preparation of dithiacycloalkynes by cyclization reactions applying the cesium effect

  摘要：

  The strained dithiacycloalkynes 3a,b and the larger heterocyclic alkynes 3c and 4 are obtained by cesium assisted cyclization reactions of the dithiols 1a-c and 1,4-dibromo-2-butyne (2). The reactivity of 3a-c was studied in cycloaddition and complexation reactions generating the adducts 5a,b and 6 and the silver and cobalt complexes 7 and 8.

  DOI：

  10.1016/s0040-4039(00)73972-4

文献信息

• Synthesis and alkyne coordination chemistry of thiacycloalkynes
  作者：Francesca M. Kerton、G.Farouq Mohmand、Adrian Tersteegen、Markus Thiel、Michael J. Went

  DOI：10.1016/s0022-328x(96)06183-9

  日期：1996.7

  respectively. The X-ray crystal structures of 1,4-dithiacyclooct-6-yne and 1,6-dithiacyclodec-8-yne have been determined. Selective coordination of the alkyne functionality is demonstrated by the reaction of 1,4,7-tetrathiacyclotetradec-12-yne with [Co2(CO) 8] to afford a monoalkyne hexacarbonyldicobalt complex and by the reaction of 1,4,7-trithiacycloundec-9-yne with [Mo(CO)2(S2CNMe2)2] to afford a bisalkyn

  1,4-二氯丁-2-炔与HS（CH 2）n SH（n = 2–5）或HS（CH 2 CH 2 S）n H（n = 2–3）或HSCH 2 CH（ OH）CH 2当1：1的产物为9元，10元或11元环时，在工业稀释的甲基化酒精中，使用KOH作为去质子化剂的SH可以显着高收率地产生噻吩炔。1,5-二硫代环酮-7-炔，1,5-二硫代环酮-7-炔-3-醇，1,6-二硫代环癸-8-炔，1,7-二硫代环十一-炔，1,4,7-分别以75％，81％，79％，85％，100％和95％的产率制备三硫代环十一醛-9-炔和1,7-二硫代-4-氧杂-环十一环-9-炔。已经确定了1，4-二硫代环辛-6-yne和1，6-二硫代环癸-8-yne的X射线晶体结构。1,4,7-四硫代环四癸-12-炔与[Co 2（CO）8]，得到单炔六羰基二钴配合物，并通过1,4,7-三硫代环十一碳烯9-炔与[Mo（CO）2（S 2 CNMe
• Preparation of dithiacycloalkynes by cyclization reactions applying the cesium effect
  作者：Herbert Meier、Yujia Dai

  DOI：10.1016/s0040-4039(00)73972-4

  日期：1993.8

  The strained dithiacycloalkynes 3a,b and the larger heterocyclic alkynes 3c and 4 are obtained by cesium assisted cyclization reactions of the dithiols 1a-c and 1,4-dibromo-2-butyne (2). The reactivity of 3a-c was studied in cycloaddition and complexation reactions generating the adducts 5a,b and 6 and the silver and cobalt complexes 7 and 8.
• Meier, Herbert; Dai, Yujia; Schuhmacher, Hans, Chemische Berichte, 1994, vol. 127, # 10, p. 2035 - 2042
  作者：Meier, Herbert、Dai, Yujia、Schuhmacher, Hans、Kolshorn, Heinz

  DOI：——

  日期：——