5-chloro-2-methyl-pentanal | 77080-82-1

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氯化物
• 英文名称: 5-chloro-2-methyl-pentanal
• 英文别名: 5-Chloro-2-methylpentanal
• CAS: 77080-82-1
• 化学式: C₆H₁₁ClO
• mdl: MFCD19232731
• 分子量: 134.606
• InChiKey: KGLZQNRLHNPKNX-UHFFFAOYSA-N

物化性质

• 沸点：
  179.9±23.0 °C(Predicted)
• 密度：
  0.984±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  8
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.833
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5-chloro-2-methyl-pentanal 、 methyl 1,2,3,4,5,6-hexahydroazepino<4,5-b>indole-5-carboxylate 在 三乙胺 作用下， 生成 20-Desethyl-20-methylvincadifformine
  参考文献：
  名称：

  Studies in biomimetic alkaloid syntheses. 6. Alternative pathways to secodines and their acyclic enamino acrylate analogs. Total syntheses of desethylibophyllidine, D-norvincadifformine, desethylvincadifformine, 20-methyldesethylvincadifformine, and 3-oxovincadifformine

  摘要：

  DOI：

  10.1021/jo00323a007
• 作为产物：
  描述：

  5-氯-2-戊酮 反应 2.0h， 生成 5-chloro-2-methyl-pentanal
  参考文献：
  名称：

  Huet,J., Bulletin de la Societe Chimique de France, 1964, p. 973 - 978

  摘要：

  DOI：

文献信息

• Dienediolates of unsaturated carboxylic acids in synthesis. Aldehydes and ketones from alkyl halides, by ozonolysis of β,γ-unsaturated α-alkyl carboxylic acids. The role of a tertiary amine in the cleavage of ozonides
  作者：María JoséAurell、Luisa Ceita、Ramon Mestres、Amparo Tortajada

  DOI：10.1016/s0040-4020(97)00694-7

  日期：1997.8

  A convenient two-step procedure for a two carbon homologative conversion of alkyl halides into aldehydes and methyl ketones by α-alkylation of unsaturated carboxylic acids, followed by ozonolysis is developed and applied to the synthesis of ω-chloro aldehydes. Triethylamine is superior to dimethyl sulfide or triphenylphosphine for cleavage of the ozonides, except when aldol condensation side reactions

  开发了一种方便的两步程序，通过不饱和羧酸的α-烷基化，将卤代烷的两个碳同构转化为醛和甲基酮，然后进行臭氧分解，并将其应用于ω-氯醛的合成。除醛醇缩合副反应需要使用质子溶剂和碘化物盐的情况外，三乙胺比二甲基硫醚或三苯膦对臭氧的裂解更好。已显示三乙胺对臭氧化物的切割主要是通过还原过程发生的。
• Conformational Considerations in 1-Oxaquinolizidines Related to the Xestospongin/Araguspongine Family: Reassignment of Stereostructures for Araguspongines B and E
  作者：Thomas R. Hoye、Jeffrey T. North、Letitia J. Yao

  DOI：10.1021/jo00102a012

  日期：1994.11

  Conformational aspects of the 1-oxaquinolizidine ring system found in the xestospongin/araguspongine family of natural products has been studied by molecular modeling and NMR spectroscopy. Stereochemical complexities [e.g., (i) cis- vs trans-decalin-like conformers and (ii) relative configuration of variously substituted 1-oxaquinolizidines] associated with this bridgehead nitrogen-containing skeleton are discussed. Experimental equilibrium values are rationalized. Reassignment of the stereostructures for araguspongines B (from 4 to 6) and E (from 5 to 2) is made in light of the above.
• US4312868A
  申请人：——

  公开号：US4312868A

  公开（公告）日：1982-01-26