4,8-dimethyl-1,1-bis(methylthio)-1,7-nonadiene

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 4,8-dimethyl-1,1-bis(methylthio)-1,7-nonadiene
• 英文别名: (4R)-4,8-dimethyl-1,1-bis(methylsulfanyl)nona-1,7-diene
• 化学式: C₁₃H₂₄S₂
• 分子量: 244.466
• InChiKey: MBMNVGMDDXXCCB-GFCCVEGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.69
• 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：

  4,8-dimethyl-1,1-bis(methylthio)-1,7-nonadiene 在 ammonium cerium(IV) nitrate 作用下， 以 水 、 乙腈 为溶剂， 反应 12.0h， 以49%的产率得到(3aα,6α,7aβ)-hexahydro-3,3,6-trimethyl-1(3H)-isobenzofuranone
  参考文献：
  名称：

  Oxidative Cyclization of Unsaturated Ketene Dithioacetals with Ceric Ammonium Nitrate to Form Bicyclic Lactones

  摘要：

  Ceric ammonium nitrate oxidizes unsaturated ketene dithioacetals in wet MeCN to give cation radicals that cyclize to tri-substituted double bonds and styrenes by cation-like cyclizations leading to cyclic cation radicals that are transformed by further oxidation, hydrolysis and cyclization to bicyclic lactones in moderate to good yield. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00857-7
• 作为产物：
  描述：

  (+)-香茅醛 、 双(甲硫代)三甲基硅甲烷 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以90%的产率得到4,8-dimethyl-1,1-bis(methylthio)-1,7-nonadiene
  参考文献：
  名称：

  Oxidative Cyclization of Unsaturated Ketene Dithioacetals with Ceric Ammonium Nitrate to Form Bicyclic Lactones

  摘要：

  Ceric ammonium nitrate oxidizes unsaturated ketene dithioacetals in wet MeCN to give cation radicals that cyclize to tri-substituted double bonds and styrenes by cation-like cyclizations leading to cyclic cation radicals that are transformed by further oxidation, hydrolysis and cyclization to bicyclic lactones in moderate to good yield. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00857-7

文献信息

• Oxidative Cyclization of Unsaturated Ketene Dithioacetals with Ceric Ammonium Nitrate to Form Bicyclic Lactones
  作者：Barry B Snider、Bo Shi、Cheri A Quickley

  DOI：10.1016/s0040-4020(00)00857-7

  日期：2000.12

  Ceric ammonium nitrate oxidizes unsaturated ketene dithioacetals in wet MeCN to give cation radicals that cyclize to tri-substituted double bonds and styrenes by cation-like cyclizations leading to cyclic cation radicals that are transformed by further oxidation, hydrolysis and cyclization to bicyclic lactones in moderate to good yield. (C) 2000 Elsevier Science Ltd. All rights reserved.