2,5-dimethyl-3,4-dihydro-2H-pyran-2-carboxylic acid | 101654-49-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 2,5-dimethyl-3,4-dihydro-2H-pyran-2-carboxylic acid
• 英文别名: 2,5-Dimethyl-3,4-dihydro-2H-pyran-2-carbonsaeure；2,5-dimethyl-3,4-dihydropyran-2-carboxylic acid
• CAS: 101654-49-3
• 化学式: C₈H₁₂O₃
• 分子量: 156.181
• InChiKey: KQIHMGIIFMEPRS-UHFFFAOYSA-N

物化性质

• 熔点：
  61-62.5 °C
• 沸点：
  274.6±39.0 °C(Predicted)
• 密度：
  1.119±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  sodium 2,5-dimethyl-3,4-dihydro-2H-pyran-2-carboxylate 在 硫酸 作用下， 以 乙醚 、 水 为溶剂， 以3.9 g的产率得到2,5-dimethyl-3,4-dihydro-2H-pyran-2-carboxylic acid
  参考文献：
  名称：

  X-ray diffraction and quantum-chemical analysis of a single crystal of 2,5-dimethyl-3,4-dihydro-2h-pyran-2-carboxylic acid

  摘要：

  The structure of synthesized 2,5-dimethyl-3,4-dihydro-2H-pyran-2-carboxylic acid was investigated by the single crystal X-ray diffraction analysis method. It was established that the molecule of the acid exists in the form of the endo isomer while the single crystal exists as a racemate of the two enantiomeric endo stereomers. Quantum-chemical calculations of a model of the macrocell of the acid by means of the semiempirical MOPAC2009 program agree well with the X-ray diffraction data.

  DOI：

  10.1007/s10593-011-0689-0

文献信息

• Reactions of Acrolein and Related Compounds. I. Addition of Vinyl Ethers
  作者：Curtis W. Smith、Douglas G. Norton、Seaver A. Ballard

  DOI：10.1021/ja01155a076

  日期：1951.11
• Cyclic organic compounds
  申请人：SHELL DEV

  公开号：US02479283A1

  公开（公告）日：1949-08-16
• US4107289A
  申请人：——

  公开号：US4107289A

  公开（公告）日：1978-08-15
• X-ray diffraction and quantum-chemical analysis of a single crystal of 2,5-dimethyl-3,4-dihydro-2h-pyran-2-carboxylic acid
  作者：Ya. P. Kovalskyi、V. V. Kinzhybalo、N. M. Karpiak、G. O. Marshalok

  DOI：10.1007/s10593-011-0689-0

  日期：2011.3

  The structure of synthesized 2,5-dimethyl-3,4-dihydro-2H-pyran-2-carboxylic acid was investigated by the single crystal X-ray diffraction analysis method. It was established that the molecule of the acid exists in the form of the endo isomer while the single crystal exists as a racemate of the two enantiomeric endo stereomers. Quantum-chemical calculations of a model of the macrocell of the acid by means of the semiempirical MOPAC2009 program agree well with the X-ray diffraction data.