1,1-bis(methylthio)non-1-ene | 62672-90-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,1-bis(methylthio)non-1-ene
• 英文别名: 1,1-bis-methylsulfanyl-non-1-ene；heptylketene dimethyl dithioacetal；1,1-Bis(methylsulfanyl)non-1-ene；1,1-bis(methylsulfanyl)non-1-ene
• CAS: 62672-90-6
• 化学式: C₁₁H₂₂S₂
• 分子量: 218.428
• InChiKey: MAAZVELDPJYNJL-UHFFFAOYSA-N

物化性质

• 沸点：
  319.4±25.0 °C(Predicted)
• 密度：
  0.943±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  13
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 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：

  1,1-bis(methylthio)non-1-ene 在 三氟化溴 、 HOF* CH₃CN 作用下， 以 二氯甲烷 、 一氟三氯甲烷 为溶剂， 反应 0.17h， 生成 1-bromo-1-[difluoro(methylsulfonyl)methyl]octane
  参考文献：
  名称：

  From ketones, aldehydes or alkyl halides to terminal 1,1-difluoroolefins using BrF3

  摘要：

  Terminal difluoromethylenes were prepared by two different routes: (a) by treating ketones and aldehydes with bis(methylthio)methane, producing 2-alkyl-1,1-bis(methylthio)alkene (2) (b) reacting alkyl halides with tris(methylthio)methane forming 1-alkyl-1,1,1-tris(methylthio)alkane derivatives (7). The reaction of either 2 or 7 with BrF3, followed by oxidation with (HOFCH3CN)-C-. gave the difluorosulfonyl derivatives 4. Consecutive treatment with Zn led to the target difluoroolefins (5) in overall yields of 60-75%. (c) 2005 Elsevier B.V All rights reserved.

  DOI：

  10.1016/j.jfluchem.2005.06.003
• 作为产物：
  描述：

  正辛醛 、 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， 反应 16.0h， 以85%的产率得到1,1-bis(methylthio)non-1-ene
  参考文献：
  名称：

  From ketones, aldehydes or alkyl halides to terminal 1,1-difluoroolefins using BrF3

  摘要：

  Terminal difluoromethylenes were prepared by two different routes: (a) by treating ketones and aldehydes with bis(methylthio)methane, producing 2-alkyl-1,1-bis(methylthio)alkene (2) (b) reacting alkyl halides with tris(methylthio)methane forming 1-alkyl-1,1,1-tris(methylthio)alkane derivatives (7). The reaction of either 2 or 7 with BrF3, followed by oxidation with (HOFCH3CN)-C-. gave the difluorosulfonyl derivatives 4. Consecutive treatment with Zn led to the target difluoroolefins (5) in overall yields of 60-75%. (c) 2005 Elsevier B.V All rights reserved.

  DOI：

  10.1016/j.jfluchem.2005.06.003

文献信息

• From ketones, aldehydes or alkyl halides to terminal 1,1-difluoroolefins using BrF3
  作者：Aviv Hagooly、Shlomo Rozen

  DOI：10.1016/j.jfluchem.2005.06.003

  日期：2005.8

  Terminal difluoromethylenes were prepared by two different routes: (a) by treating ketones and aldehydes with bis(methylthio)methane, producing 2-alkyl-1,1-bis(methylthio)alkene (2) (b) reacting alkyl halides with tris(methylthio)methane forming 1-alkyl-1,1,1-tris(methylthio)alkane derivatives (7). The reaction of either 2 or 7 with BrF3, followed by oxidation with (HOFCH3CN)-C-. gave the difluorosulfonyl derivatives 4. Consecutive treatment with Zn led to the target difluoroolefins (5) in overall yields of 60-75%. (c) 2005 Elsevier B.V All rights reserved.