2,2-di-n-pentyl-1,3-dithiolane | 103383-69-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代缩醛
• 英文名称: 2,2-di-n-pentyl-1,3-dithiolane
• 英文别名: 1,3-Dithiolane, 2,2-dipentyl-；2,2-dipentyl-1,3-dithiolane
• CAS: 103383-69-3
• 化学式: C₁₃H₂₆S₂
• 分子量: 246.481
• InChiKey: PACNDOABTICVKP-UHFFFAOYSA-N

物化性质

• 沸点：
  326.3±17.0 °C(Predicted)
• 密度：
  0.946±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,2-di-n-pentyl-1,3-dithiolane 在 正丁基锂 作用下， 以 乙醚 为溶剂， 以6.62 g的产率得到6-undecanethiol
  参考文献：
  名称：

  Foldamers as Reactive Sieves:  Reactivity as a Probe of Conformational Flexibility

  摘要：

  A series of m-phenyleneethynylene (mPE) oligomers modified with a dimethylaminopyridine (DMAP) unit were treated with methyl sulfonates of varying sizes and shapes, and the relative reactivities were measured by UV spectrophotometry. Using a small-molecule DMAP analogue as a reference, each of the methyl sulfonates was shown to react at nearly identical rate. In great contrast, oligomers that are long enough to fold, and hence capable of binding the methyl sulfonate, experience rate enhancements of 18-1600-fold relative to that of the small-molecule analogue, depending on the type of alkyl chain attached to the guest. Three different oligomer lengths were studied, with the longest oligomers exhibiting the fastest rate and greatest substrate specificity. Even large, bulky guests show slightly enhanced methylation rates compared to that with the reference DMAP, which suggests a dynamic nature to the oligomer's binding cavity. Several mechanistic models to describe this behavior are discussed.

  DOI：

  10.1021/ja067670a
• 作为产物：
  描述：

  二正戊基酮 、 1,2-乙二硫醇 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 生成 2,2-di-n-pentyl-1,3-dithiolane
  参考文献：
  名称：

  Foldamers as Reactive Sieves:  Reactivity as a Probe of Conformational Flexibility

  摘要：

  A series of m-phenyleneethynylene (mPE) oligomers modified with a dimethylaminopyridine (DMAP) unit were treated with methyl sulfonates of varying sizes and shapes, and the relative reactivities were measured by UV spectrophotometry. Using a small-molecule DMAP analogue as a reference, each of the methyl sulfonates was shown to react at nearly identical rate. In great contrast, oligomers that are long enough to fold, and hence capable of binding the methyl sulfonate, experience rate enhancements of 18-1600-fold relative to that of the small-molecule analogue, depending on the type of alkyl chain attached to the guest. Three different oligomer lengths were studied, with the longest oligomers exhibiting the fastest rate and greatest substrate specificity. Even large, bulky guests show slightly enhanced methylation rates compared to that with the reference DMAP, which suggests a dynamic nature to the oligomer's binding cavity. Several mechanistic models to describe this behavior are discussed.

  DOI：

  10.1021/ja067670a

文献信息

• gem-Difluorination of 1,3-dithiolanes with the hexafluoropropene-diethylamine reagent and N-iodosuccinimide or 1,3-dibromo-5,5-dimethylhydantoin
  作者：Makoto Shimizu、Takashi Maeda、Tamotsu Fujisawa

  DOI：10.1016/0022-1139(94)03187-5

  日期：1995.3

  gem-Difluoro compounds are readily prepared from 1,3-dithiolanes in good yield on treatment with hexafluoropropene-diethylamine/1,3-dibromo-5,5-dimethylhydantoin or /N-iodosuccinimide/water.

  通过用六氟丙烯-二乙胺/ 1，3-二溴-5，5-二甲基乙内酰脲或N-碘代琥珀酰亚胺/水处理，可以容易地由1，3-二硫杂环戊烷以高收率制备宝石-二氟化合物。
• Gem-Difluoro compounds: a convenient preparation from ketones and aldehydes by halogen fluoride treatment of 1,3-dithiolanes
  作者：Susan C. Sondej、John A. Katzenellenbogen

  DOI：10.1021/jo00368a022

  日期：1986.9
• Josse; Labar; Marchand-Brynaert, Journal of labelled compounds and radiopharmaceuticals, 1999, vol. 42, # SUPPL. 1, p. S315-S317
  作者：Josse、Labar、Marchand-Brynaert

  DOI：——

  日期：——
• SONDEJ S. C.; KATZENELLENBOGEN J. A., J. ORG. CHEM., 51,(1986) N 18, 3508-8513
  作者：SONDEJ S. C.、 KATZENELLENBOGEN J. A.

  DOI：——

  日期：——
• NEOLIGNAN DERIVATIVES AS PLATELET ACTIVATING FACTOR RECEPTOR ANTAGONISTS AND 5-LIPOXYGENASE INHIBITORS
  申请人：CENTER FOR INNOVATIVE TECHNOLOGY

  公开号：EP0574510A1

  公开（公告）日：1993-12-22