(E)-2-chloromethylene-5-isopropoxy-2,5-dihydrofuran | 136638-83-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 英文名称: (E)-2-chloromethylene-5-isopropoxy-2,5-dihydrofuran
• 英文别名: (5E)-5-(chloromethylidene)-2-propan-2-yloxy-2H-furan
• CAS: 136638-83-0
• 化学式: C₈H₁₁ClO₂
• 分子量: 174.627
• InChiKey: ALZDSBGMSPUFTI-FNORWQNLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  11.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  2-(dichloromethyl)furan 、 异丙醇 在 氢氧化钾 、 苄基三乙基氯化铵 作用下， 以 二氯甲烷 为溶剂， 生成 (Z)-2-chloromethylene-5-isopropoxy-2,5-dihydrofuran 、 (E)-2-chloromethylene-5-isopropoxy-2,5-dihydrofuran
  参考文献：
  名称：

  Phase-transfer catalyzed alkoxylation of 2-(dichloromethyl) furan by alcohols in the presence of potassium hydroxide

  摘要：

  Reaction of 2-(dichloromethyl)furan (I) with KOH in a CH2Cl2 medium and in the presence of alcohols (methanol, ethanol, and n-butanol) and a catalytic amount of triethylbenzylammonium chloride (TEBAC) results in the formation of 2-chloromethylene-5-alkoxy-2,5-dihydrofurans (II) (mixtures of Z- and E-siomers) and 2-dialkoxymethylfurans (III), in overall yields of up to 96%. Reaction with isopropyl and tert-butyl alcohols gave only the corresponding products (II), in 21 and 12% yield, respectively.

  DOI：

  10.1007/bf00961306

文献信息

• SHAVRIN, K. N.;VOLOTOVA, I. V.;KUTIN, A. A., IZV. AN CCCP. CEP. XIM.,(1991) N, S. 1403-1407
  作者：SHAVRIN, K. N.、VOLOTOVA, I. V.、KUTIN, A. A.

  DOI：——

  日期：——
• Phase-transfer catalyzed alkoxylation of 2-(dichloromethyl) furan by alcohols in the presence of potassium hydroxide
  作者：K. N. Shavrin、I. V. Volotova、A. A. Kutin

  DOI：10.1007/bf00961306

  日期：1991.6

  Reaction of 2-(dichloromethyl)furan (I) with KOH in a CH2Cl2 medium and in the presence of alcohols (methanol, ethanol, and n-butanol) and a catalytic amount of triethylbenzylammonium chloride (TEBAC) results in the formation of 2-chloromethylene-5-alkoxy-2,5-dihydrofurans (II) (mixtures of Z- and E-siomers) and 2-dialkoxymethylfurans (III), in overall yields of up to 96%. Reaction with isopropyl and tert-butyl alcohols gave only the corresponding products (II), in 21 and 12% yield, respectively.