5-Methyl-6-phenylsulfanylhex-3-yn-2-ol | 1262416-53-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 5-Methyl-6-phenylsulfanylhex-3-yn-2-ol
• CAS: 1262416-53-4
• 化学式: C₁₃H₁₆OS
• 分子量: 220.335
• InChiKey: WTMZMTJWJOWDOB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  45.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-Methyl-6-phenylsulfanylhex-3-yn-2-ol 在 sodium tetrahydroborate 、 水 、 氢气 、 diethylzinc 、 mercury(II) trifluoroacetate 、 nickel(II) acetate tetrahydrate 、 乙二胺 、 间氯过氧苯甲酸 、 mercury(II) oxide 作用下， 以 乙二醇二甲醚 、 乙醇 、 正己烷 、 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 20.92h， 生成
  参考文献：
  名称：

  Mercury(II)-Mediated Cleavage of Cyclopropylcarbinols by an Intramolecular Sulfinyl Group as a Stereo- and Regioselective Route to Stereotriads and Stereotetrads

  摘要：

  Mercury(II) salt mediated opening of cyclopropylcarbinols by an intramolecular sulfinyl group is disclosed. All four diastereomeric stereotriads have been prepared from cis- and trans-disubstituted cyclopropanes. The trisubstituted cyclopropanes also react regio- and stereoselectively to afford products possessing quaternary stereogenic centers. The reaction is clean and general.

  DOI：

  10.1021/jo1019909
• 作为产物：
  描述：

  四溴化碳 、 (-)-2-methyl-3-phenylthiopropanal 、 乙醛 在 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 1.17h， 以11.4 mmol的产率得到5-Methyl-6-phenylsulfanylhex-3-yn-2-ol
  参考文献：
  名称：

  Mercury(II)-Mediated Cleavage of Cyclopropylcarbinols by an Intramolecular Sulfinyl Group as a Stereo- and Regioselective Route to Stereotriads and Stereotetrads

  摘要：

  Mercury(II) salt mediated opening of cyclopropylcarbinols by an intramolecular sulfinyl group is disclosed. All four diastereomeric stereotriads have been prepared from cis- and trans-disubstituted cyclopropanes. The trisubstituted cyclopropanes also react regio- and stereoselectively to afford products possessing quaternary stereogenic centers. The reaction is clean and general.

  DOI：

  10.1021/jo1019909

文献信息

• Mercury(II)-Mediated Cleavage of Cyclopropylcarbinols by an Intramolecular Sulfinyl Group as a Stereo- and Regioselective Route to Stereotriads and Stereotetrads
  作者：Sadagopan Raghavan、Vaddela Sudheer Babu、B. Sridhar

  DOI：10.1021/jo1019909

  日期：2011.1.21

  Mercury(II) salt mediated opening of cyclopropylcarbinols by an intramolecular sulfinyl group is disclosed. All four diastereomeric stereotriads have been prepared from cis- and trans-disubstituted cyclopropanes. The trisubstituted cyclopropanes also react regio- and stereoselectively to afford products possessing quaternary stereogenic centers. The reaction is clean and general.