3-iodo-2,2-dimethyl-tetrahydrofuran | 145104-16-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢呋喃
• 英文名称: 3-iodo-2,2-dimethyl-tetrahydrofuran
• 英文别名: 2,2-Dimethyl-3-iodotetrahydrofuran；3-Iodo-2,2-dimethyloxolane
• CAS: 145104-16-1
• 化学式: C₆H₁₁IO
• 分子量: 226.057
• InChiKey: XDAQFLCVLWEWES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  甲基-3-戊烯-1-醇 在 碘 、 碳酸氢钠 作用下， 以 乙腈 为溶剂， 反应 0.75h， 以90%的产率得到3-iodo-2,2-dimethyl-tetrahydrofuran
  参考文献：
  名称：

  Iodoetherification of homoallylic alcohols : A stereoselective approach to tetrahydrofurans

  摘要：

  Iodoetherification of homoallylic alcohols proceeds efficiently and with high levels of stereoselection by a 5-endo-trig process when anhydrous acetonitrile is used as the solvent.

  DOI：

  10.1016/s0040-4039(00)79029-0

文献信息

• Reactions of Alkenes, Alkynes, and Alkoxyallenes with New Polymer-Supported Electrophilic Reagents
  作者：Holger Monenschein、Georgia Sourkouni-Argirusi、Katherine M. Schubothe、Thomas O'Hare、Andreas Kirschning

  DOI：10.1021/ol991149m

  日期：1999.12.1

  Preparation of new polymer-supported electrophilic reagents that efficiently promote 1,2-haloacetoxylations of alkenes and alkoxyallenes is described. Under very mild conditions and in high yields, alkenes are transformed into or-halo acetates while alkoxyallenes lead to vinyl iodides. In contrast to these results, terminal alkynes commonly afford synthetically valuable l-iodo-alkynes.
• Iodoetherification of homoallylic alcohols : A stereoselective approach to tetrahydrofurans
  作者：Simon B. Bedford、Kathryn E. Bell、Garry Fenton、Christopher J. Hayes、David W. Knight、Duncan Shaw

  DOI：10.1016/s0040-4039(00)79029-0

  日期：1992.10

  Iodoetherification of homoallylic alcohols proceeds efficiently and with high levels of stereoselection by a 5-endo-trig process when anhydrous acetonitrile is used as the solvent.
• Bedford, Simon B.; Bell, Kathryn E.; Bennett, Frank, Journal of the Chemical Society. Perkin transactions I, 1999, # 15, p. 2143 - 2153
  作者：Bedford, Simon B.、Bell, Kathryn E.、Bennett, Frank、Hayes, Christopher J.、Knight, David W.、Shaw, Duncan E.

  DOI：——

  日期：——