4'-chlorophenyl(4,4-dimethyl-2-oxazolin-2-yl)ketone | 344561-66-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4'-chlorophenyl(4,4-dimethyl-2-oxazolin-2-yl)ketone
• 英文别名: (4-chlorophenyl)-(4,4-dimethyl-5H-1,3-oxazol-2-yl)methanone
• CAS: 344561-66-6
• 化学式: C₁₂H₁₂ClNO₂
• 分子量: 237.686
• InChiKey: QYCFKTQWBUZMAI-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：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4'-chlorophenyl(4,4-dimethyl-2-oxazolin-2-yl)ketone 在 silica gel 作用下， 以 乙酸乙酯 为溶剂， 以98%的产率得到3-(4-chlorophenyl)-5,5-dimethyl-5,6-dihydro[1,4]oxazin-2-one
  参考文献：
  名称：

  Terminal oxazolinyloxiranes: synthesis, reaction with amines and regioselective β-lithiation

  摘要：

  The synthesis of terminal oxazolinyloxiranes, even in enantioenriched form, has been performed by Darzens-type reaction of lithiated chloroalkyloxazolines with benzotriazolylmethanol (BtCH(2)OH) or by chloromethylation of 2-acyl-2-oxazolines. The synthetic utility of such oxiranes based on their ability to act either as electrophiles, undergoing ring-opening reactions with nucleophiles, or as nucleophiles in form of the oxiranyl anions, generated by stereoselective beta-deprotonation, has been investigated. (C) 2009 Elsevier Ltd. All rights reserved

  DOI：

  10.1016/j.tet.2009.08.040
• 作为产物：
  描述：

  2-(4-chlorobenzyl)-4,4-dimethyl-2-oxazoline 生成 4'-chlorophenyl(4,4-dimethyl-2-oxazolin-2-yl)ketone
  参考文献：
  名称：

  CLOUGH, J. M.;WORTHINGTON, P. A.;BEAUTEMENT, K.

  摘要：

  DOI：

文献信息

• CLOUGH, J. M.;WORTHINGTON, P. A.;BEAUTEMENT, K.
  作者：CLOUGH, J. M.、WORTHINGTON, P. A.、BEAUTEMENT, K.

  DOI：——

  日期：——
• Terminal oxazolinyloxiranes: synthesis, reaction with amines and regioselective β-lithiation
  作者：Leonardo Degennaro、Vito Capriati、Claudia Carlucci、Saverio Florio、Renzo Luisi、Irene Nuzzo、Corrado Cuocci

  DOI：10.1016/j.tet.2009.08.040

  日期：2009.10

  The synthesis of terminal oxazolinyloxiranes, even in enantioenriched form, has been performed by Darzens-type reaction of lithiated chloroalkyloxazolines with benzotriazolylmethanol (BtCH(2)OH) or by chloromethylation of 2-acyl-2-oxazolines. The synthetic utility of such oxiranes based on their ability to act either as electrophiles, undergoing ring-opening reactions with nucleophiles, or as nucleophiles in form of the oxiranyl anions, generated by stereoselective beta-deprotonation, has been investigated. (C) 2009 Elsevier Ltd. All rights reserved