3-(chloromethyl)-6,6-dimethyl-4-phenyl-5,6-dihydro-4H-[1,2]oxazine 2-oxide | 1215082-83-9

• 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: 3-(chloromethyl)-6,6-dimethyl-4-phenyl-5,6-dihydro-4H-[1,2]oxazine 2-oxide
• 英文别名: 3-(Chloromethyl)-6,6-dimethyl-2-oxido-4-phenyl-4,5-dihydrooxazin-2-ium；3-(chloromethyl)-6,6-dimethyl-2-oxido-4-phenyl-4,5-dihydrooxazin-2-ium
• CAS: 1215082-83-9
• 化学式: C₁₃H₁₆ClNO₂
• 分子量: 253.729
• InChiKey: NELYTJCPEGKSLJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  38
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  6,6-dimethyl-2-trimethylsilyloxy-3-methylidene-4-phenyl-2,3,5,6-tetrahydro-1,2-oxazine 在 N-氯代丁二酰亚胺 作用下， 以 二氯甲烷 为溶剂， 以95%的产率得到3-(chloromethyl)-6,6-dimethyl-4-phenyl-5,6-dihydro-4H-[1,2]oxazine 2-oxide
  参考文献：
  名称：

  Synthesis and reactions of 3-halomethyl-substituted oxazine N-oxides

  摘要：

  A series of 3-halomethyl-5,6-dihydro-1,2-oxazine N-oxides (halogen = Cl, Br, I) is prepared from 4-phenyl-3,6,6-trimethyl-5,6-dihydro-4H-oxazine N-oxide by means of a silylation/halogenation sequence. The obtained halogenated N-oxides undergo reactions typical of cyclic six-membered nitronates including 1,3-dipolar cycloaddition, addition of nucleophiles, and substitution of the halogen by C-, S-, and N-nucleophiles. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.12.066

文献信息

• Synthesis and reactions of 3-halomethyl-substituted oxazine N-oxides
  作者：Andrey A. Mikhaylov、Alexander D. Dilman、Roman A. Kunetsky、Yulia A. Khomutova、Marina I. Struchkova、Alexander A. Korlyukov、Sema L. Ioffe、Vladimir A. Tartakovsky

  DOI：10.1016/j.tetlet.2009.12.066

  日期：2010.2

  A series of 3-halomethyl-5,6-dihydro-1,2-oxazine N-oxides (halogen = Cl, Br, I) is prepared from 4-phenyl-3,6,6-trimethyl-5,6-dihydro-4H-oxazine N-oxide by means of a silylation/halogenation sequence. The obtained halogenated N-oxides undergo reactions typical of cyclic six-membered nitronates including 1,3-dipolar cycloaddition, addition of nucleophiles, and substitution of the halogen by C-, S-, and N-nucleophiles. (C) 2009 Elsevier Ltd. All rights reserved.