4-Dichloromethylene-tetrahydro-pyran-2-one | 190001-90-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: 4-Dichloromethylene-tetrahydro-pyran-2-one
• 英文别名: 4-(Dichloromethylidene)oxan-2-one
• CAS: 190001-90-2
• 化学式: C₆H₆Cl₂O₂
• 分子量: 181.018
• InChiKey: BPDZBAPZIOUXHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-Dichloromethylene-tetrahydro-pyran-2-one 在 吡啶 作用下， 反应 16.0h， 生成 4-Dichloromethyl-5,6-dihydro-pyran-2-one
  参考文献：
  名称：

  New annulation reactions of cyclobutenones

  摘要：

  Dichlorocyclobutenones la and Ic were exploited in the synthesis of unsaturated lactones 9 and 10 via intramolecular entrapment of a vinylketene with an alcohol. In contrast, thermolysis of dichlorocyclobutenones Ib or Id in methanol led to unsaturated ketone 14 through deprotection, intramolecular Michael addition of the alcohol to the cyclobutenone and torquoselective ring opening. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00331-6
• 作为产物：
  描述：

  3-[2-[Tert-butyl(dimethyl)silyl]oxyethyl]-4,4-dichlorocyclobut-2-en-1-one 在 水 、 溶剂黄146 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 16.0h， 生成 4-Dichloromethylene-tetrahydro-pyran-2-one
  参考文献：
  名称：

  New annulation reactions of cyclobutenones

  摘要：

  Dichlorocyclobutenones la and Ic were exploited in the synthesis of unsaturated lactones 9 and 10 via intramolecular entrapment of a vinylketene with an alcohol. In contrast, thermolysis of dichlorocyclobutenones Ib or Id in methanol led to unsaturated ketone 14 through deprotection, intramolecular Michael addition of the alcohol to the cyclobutenone and torquoselective ring opening. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00331-6

文献信息

• New annulation reactions of cyclobutenones
  作者：John L. Dillon、Qi Gao、Elizabeth A. Dillon、Nick Adams

  DOI：10.1016/s0040-4039(97)00331-6

  日期：1997.3

  Dichlorocyclobutenones la and Ic were exploited in the synthesis of unsaturated lactones 9 and 10 via intramolecular entrapment of a vinylketene with an alcohol. In contrast, thermolysis of dichlorocyclobutenones Ib or Id in methanol led to unsaturated ketone 14 through deprotection, intramolecular Michael addition of the alcohol to the cyclobutenone and torquoselective ring opening. (C) 1997 Elsevier Science Ltd.