4-iodo-2-methylpentan-2-ol | 59967-11-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-iodo-2-methylpentan-2-ol
• 英文别名: 4-Iod-2-methyl-2-pentanol
• CAS: 59967-11-2
• 化学式: C₆H₁₃IO
• 分子量: 228.073
• InChiKey: PCXLTVIJULXAOL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-甲基-2,4-戊二醇 在 碘 作用下， 以 乙腈 为溶剂， 反应 0.08h， 以79%的产率得到4-iodo-2-methylpentan-2-ol
  参考文献：
  名称：

  Application of “Click” Chemistry in Solid Phase Synthesis of Alkyl Halides

  摘要：

  A convenient and highly selective microwave assisted procedure for the conversion of allylic, benzylic and aliphatic alcohols to their corresponding halide using polymer-bound triphenylphosphine and iodine is presented. In case of symmetrical diols, mono-iodination product is obtained in very high yield. Additionally, high regioselective behavior is observed in our procedure. Simplicity in operation, no column chromatography requirement for purification of the product, recyclability of the reagents used, short reaction times and good to excellent yields are the advantages of our protocol. Most functional groups remain unaffected under our reaction condition.

  DOI：

  10.17344/acsi.2015.1478

文献信息

• Place,P. et al., Bulletin de la Societe Chimique de France, 1976, p. 169 - 176
  作者：Place,P. et al.

  DOI：——

  日期：——
• Application of “Click” Chemistry in Solid Phase Synthesis of Alkyl Halides
  作者：Das Diparjun、Chanda Tridib、Rokhum Lalthazuala

  DOI：10.17344/acsi.2015.1478

  日期：2015.12.15

  A convenient and highly selective microwave assisted procedure for the conversion of allylic, benzylic and aliphatic alcohols to their corresponding halide using polymer-bound triphenylphosphine and iodine is presented. In case of symmetrical diols, mono-iodination product is obtained in very high yield. Additionally, high regioselective behavior is observed in our procedure. Simplicity in operation, no column chromatography requirement for purification of the product, recyclability of the reagents used, short reaction times and good to excellent yields are the advantages of our protocol. Most functional groups remain unaffected under our reaction condition.