1-(2,3-dihydro-1,4-benzodioxin-6-yl)pentan-1-ol | 1216181-54-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶烷
• 英文名称: 1-(2,3-dihydro-1,4-benzodioxin-6-yl)pentan-1-ol
• 英文别名: 1-(3,4-dimethylenedioxyphenyl)pentan-1-ol
• CAS: 1216181-54-2
• 化学式: C₁₃H₁₈O₃
• 分子量: 222.284
• InChiKey: PESJUORQZVUIIF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  甲醇 、 1-(2,3-dihydro-1,4-benzodioxin-6-yl)pentan-1-ol 在 盐酸 作用下， 以 水 为溶剂， 反应 120.0h， 以100%的产率得到6-(1-methoxypentyl)-2,3-dihydro-1,4-benzodioxine
  参考文献：
  名称：

  Hydrochloric acid as an efficient catalyst for intermolecular condensation of alcohols. A simple and highly efficient synthesis of unsymmetrical ethers from benzylic alcohols and alkanols

  摘要：

  Benzylic alcohols and diarylmethanols with electron-donating substituents in the aromatic ring reacted with aliphatic alcohols in the presence of a catalytic amount of HCl to give the corresponding alkyl arylmethyl ethers. The reactivity of diarylmethanols in the intermolecular dehydration depended on the nature of substituents in the aromatic rings and structure of aliphatic alcohol.

  DOI：

  10.1134/s107042801509002x
• 作为产物：
  描述：

  1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)pentan-1-one 在 sodium tetrahydroborate 作用下， 以84%的产率得到1-(2,3-dihydro-1,4-benzodioxin-6-yl)pentan-1-ol
  参考文献：
  名称：

  Hydrochloric acid as an efficient catalyst for intermolecular condensation of alcohols. A simple and highly efficient synthesis of unsymmetrical ethers from benzylic alcohols and alkanols

  摘要：

  Benzylic alcohols and diarylmethanols with electron-donating substituents in the aromatic ring reacted with aliphatic alcohols in the presence of a catalytic amount of HCl to give the corresponding alkyl arylmethyl ethers. The reactivity of diarylmethanols in the intermolecular dehydration depended on the nature of substituents in the aromatic rings and structure of aliphatic alcohol.

  DOI：

  10.1134/s107042801509002x

文献信息

• Efficient chemoselective addition of Grignard reagents to carbonyl compounds in 2-methyltetrahydrofuran
  作者：Weihui Zhong、Yaotiao Wu、Xingxian Zhang

  DOI：10.3184/030823409x460939

  日期：2009.6

  Compared with tetrahydrofuran (THF) as a solvent for the addition reactions between Grignard reagents and carbonyl compounds 2-methyltetrahydrofuran affords the corresponding adducts in higher yields with higher chemoselectivities. Moreover, 2-methyltetrahydrofuran can be readily recycled and reused, which lowers the cost of the process and makes the reaction greener.

  与作为格氏试剂和羰基化合物之间加成反应的溶剂的四氢呋喃 (THF) 相比，2-甲基四氢呋喃以更高的收率和更高的化学选择性提供相应的加合物。此外，2-甲基四氢呋喃易于回收再利用，降低了工艺成本，使反应更环保。