sec-Butyl n-hexyl disulfide

• 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: sec-Butyl n-hexyl disulfide
• 英文别名: S-Butyl n-hexyl disulfide；1-(butan-2-yldisulfanyl)hexane
• 化学式: C₁₀H₂₂S₂
• 分子量: 206.417
• InChiKey: FEVCGKYJKBYORB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  12
• 可旋转键数：
  8
• 环数：
  0.0
• 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：

  sec-Butyl n-hexyl disulfide 在 氢气 作用下， 以 丙酮 为溶剂， -78.0 ℃ 、399.97 Pa 条件下， 反应 0.02h， 生成 2-丁硫醇 、 1-己硫醇 、 二仲丁基二硫醚 、 二己硫
  参考文献：
  名称：

  The Regioselective Reaction of Atomic Hydrogen with Unsymmetric Disulfides and Sulfides

  摘要：

  Unsymmetric disulfides undergo solution phase reduction with atomic hydrogen regioselectively by displacement at the least hindered sulfur atom. The cleavage of the sulfur-sulfur bond forms mixtures of two thiol and two thiyl radicals. At the temperature at which the reactions are carried out, the thiyl radicals form symmetric disulfides by thiyl-thiyl radical coupling and not by thiyl radical displacement on the starting material. The reaction of atomic hydrogen with an unsymmetric sulfide is a cleavage that favors the formation of the most stable radical. The reaction of phenyl cyclohexyl sulfide produces benzene, cyclohexane, cyclohexyl thiol, and thiophenol. Benzene and cyclohexyl thiol produced from the cleavage of the phenyl-sulfur bond are proposed to arise from the ct-scission of an intermediate formed by ipso-addition of atomic hydrogen to the benzene ring.

  DOI：

  10.1021/jo00119a027
• 作为产物：
  描述：

  2-丁硫醇 、 溴己烷 以69%的产率得到sec-Butyl n-hexyl disulfide
  参考文献：
  名称：

  The Regioselective Reaction of Atomic Hydrogen with Unsymmetric Disulfides and Sulfides

  摘要：

  Unsymmetric disulfides undergo solution phase reduction with atomic hydrogen regioselectively by displacement at the least hindered sulfur atom. The cleavage of the sulfur-sulfur bond forms mixtures of two thiol and two thiyl radicals. At the temperature at which the reactions are carried out, the thiyl radicals form symmetric disulfides by thiyl-thiyl radical coupling and not by thiyl radical displacement on the starting material. The reaction of atomic hydrogen with an unsymmetric sulfide is a cleavage that favors the formation of the most stable radical. The reaction of phenyl cyclohexyl sulfide produces benzene, cyclohexane, cyclohexyl thiol, and thiophenol. Benzene and cyclohexyl thiol produced from the cleavage of the phenyl-sulfur bond are proposed to arise from the ct-scission of an intermediate formed by ipso-addition of atomic hydrogen to the benzene ring.

  DOI：

  10.1021/jo00119a027

文献信息

• [EN] POLYNUCLEOTIDE CONSTRUCTS HAVING DISULFIDE GROUPS<br/>[FR] CONSTRUCTIONS POLYNUCLÉOTIDIQUES CONTENANT DES GROUPES DISULFURE
  申请人：SOLSTICE BIOLOG LTD

  公开号：WO2015069932A1

  公开（公告）日：2015-05-14

  The invention features polynucleotide constructs containing one or more components (i) containing a disulfide linkage, where each of the one or more components is attached to an internudeotide bridging group or a terminal group of the polynucleotide construct, and each of the one or more components (i) contains one or more bulky groups proximal to the disulfide group. The invention also features polynucleotide constructs containing one or more components (i) containing a disulfide linkage, where each of the one or more components (i) is attached to an internudeotide bridging group or a terminal group of the polynucleotide construct, and each of the one or more components (i) contains at least 4 atoms in a chain between the disulfide linkage and the phosphorus atom of the internudeotide bridging group or the terminal group; and where the chain does not contain a phosphate, an amide, an ester, or an alkenylene. The invention also features methods of delivering a polynucleotide to a cell using the polynucleotide constructs of the invention.

  该发明涉及包含一个或多个组分（i）的聚核苷酸构造，其中每个一个或多个组分连接到聚核苷酸构造的一个核苷酸桥连基团或末端基团上，每个一个或多个组分（i）包含靠近二硫键的一个或多个臃肿基团。该发明还涉及包含一个或多个组分（i）的聚核苷酸构造，其中每个一个或多个组分（i）连接到聚核苷酸构造的一个核苷酸桥连基团或末端基团上，每个一个或多个组分（i）在二硫键和核苷酸桥连基团或末端基团的磷原子之间的链中至少包含4个原子；并且该链不包含磷酸酯、酰胺、酯或烯基烃。该发明还涉及使用该发明的聚核苷酸构造将聚核苷酸传递到细胞的方法。
• The Regioselective Reaction of Atomic Hydrogen with Unsymmetric Disulfides and Sulfides
  作者：Dennis D. Tanner、Liying Zhang、Markandu Vigneswaran、Pramod Kandanarachchi

  DOI：10.1021/jo00119a027

  日期：1995.7

  Unsymmetric disulfides undergo solution phase reduction with atomic hydrogen regioselectively by displacement at the least hindered sulfur atom. The cleavage of the sulfur-sulfur bond forms mixtures of two thiol and two thiyl radicals. At the temperature at which the reactions are carried out, the thiyl radicals form symmetric disulfides by thiyl-thiyl radical coupling and not by thiyl radical displacement on the starting material. The reaction of atomic hydrogen with an unsymmetric sulfide is a cleavage that favors the formation of the most stable radical. The reaction of phenyl cyclohexyl sulfide produces benzene, cyclohexane, cyclohexyl thiol, and thiophenol. Benzene and cyclohexyl thiol produced from the cleavage of the phenyl-sulfur bond are proposed to arise from the ct-scission of an intermediate formed by ipso-addition of atomic hydrogen to the benzene ring.