2-Cyano-5-methoxy-γ-pyron | 56024-20-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 2-Cyano-5-methoxy-γ-pyron
• 英文别名: 5-Methoxy-4-oxopyran-2-carbonitrile
• CAS: 56024-20-5
• 化学式: C₇H₅NO₃
• 分子量: 151.122
• InChiKey: KZIFGKHYKFAEJU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  59.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-Cyano-5-methoxy-γ-pyron 、 乙醇 在 盐酸 作用下， 生成 ethyl 5-methoxy-4H-pyran-4-one-2-carboxylate
  参考文献：
  名称：

  Pyrones: V—The mass spectra and fragmentation mechanisms of some 3(5)-methoxy-4-pyrones

  摘要：

  AbstractThe mass spectra of methyl kojate (2‐hydroxymethyl‐5‐methoxy‐4H‐pyran‐4‐one), two deuterated analogues and 14 related 3(5)‐methoxy‐4‐pyrones have been studied. These compounds fragment according to a common mechanism, initiated by primary rearrangement of the molecular ion(s). Guidelines which indicate the presence of 3(5)‐methoxy‐4‐pyrones and allow structural determinations to be made from their mass spectra are presented. For the majority of substituents studied, the nature of the substituent has no major effect upon the fragmentation pattern; the cyano group does. The hydroxy counterparts of the above compounds are readily converted for analysis by simple methylation.

  DOI：

  10.1002/oms.1210150110
• 作为产物：
  描述：

  在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 以63%的产率得到2-Cyano-5-methoxy-γ-pyron
  参考文献：
  名称：

  Conversion of Formyl into Cyano groups in kojic acid derivatives and analogues

  摘要：

  It has been revealed that N,N-dimethylhydrazones (1a-c, 3a,b) derived from kojic acid analogs, such as substituted furans (3a,b), 4-pyrones (1a,b) and 4-pyridine (1c), on oxididation with 3-chloroperoxybenzoic acid afford the corresponding nitriles (2a-c, 4a,b). The method has preparative value. The mechanism of the reaction is presented.

  DOI：

  10.1002/prac.19963380111

文献信息

• Conversion of Formyl into Cyano groups in kojic acid derivatives and analogues
  作者：Jacek M?ochowski、Miroslaw Giurg、Michal Uher、Anna Korenova、Daniel Vegh

  DOI：10.1002/prac.19963380111

  日期：——

  It has been revealed that N,N-dimethylhydrazones (1a-c, 3a,b) derived from kojic acid analogs, such as substituted furans (3a,b), 4-pyrones (1a,b) and 4-pyridine (1c), on oxididation with 3-chloroperoxybenzoic acid afford the corresponding nitriles (2a-c, 4a,b). The method has preparative value. The mechanism of the reaction is presented.
• Pyrones: V—The mass spectra and fragmentation mechanisms of some 3(5)-methoxy-4-pyrones
  作者：David L. McGillivray、Gerald A. Poulton

  DOI：10.1002/oms.1210150110

  日期：1980.1

  AbstractThe mass spectra of methyl kojate (2‐hydroxymethyl‐5‐methoxy‐4H‐pyran‐4‐one), two deuterated analogues and 14 related 3(5)‐methoxy‐4‐pyrones have been studied. These compounds fragment according to a common mechanism, initiated by primary rearrangement of the molecular ion(s). Guidelines which indicate the presence of 3(5)‐methoxy‐4‐pyrones and allow structural determinations to be made from their mass spectra are presented. For the majority of substituents studied, the nature of the substituent has no major effect upon the fragmentation pattern; the cyano group does. The hydroxy counterparts of the above compounds are readily converted for analysis by simple methylation.