2,6-Dimethyl-3,4-dihydro-2H-pyran-carbonsaeure-(3)-ethylester | 85373-77-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 乙烯酯类
• 英文名称: 2,6-Dimethyl-3,4-dihydro-2H-pyran-carbonsaeure-(3)-ethylester
• 英文别名: 2,6-dimethyl-5,6-dihydro-4H-pyran-3-carboxylic acid ethyl ester；2,6-Dimethyl-5,6-dihydro-4H-pyran-3-carbonsaeure-aethylester；3,4-dihydro-2,6-dimethyl-2H-pyran-5-carboxylic acid ethyl ester；2,6-Dimethyl-3-carbethoxy-4,5-dihydropyran；ethyl 2,6-dimethyl-3,4-dihydro-2H-pyran-5-carboxylate
• CAS: 85373-77-9
• 化学式: C₁₀H₁₆O₃
• 分子量: 184.235
• InChiKey: KJEXWEVAKJGSOO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,6-Dimethyl-3,4-dihydro-2H-pyran-carbonsaeure-(3)-ethylester 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 5-hydroxymethyl-2,6-dimethyl-3,4-dihydro-2H-pyran
  参考文献：
  名称：

  Carbon-13 NMR spectra of saturated heterocycles: XI—Tetrahydropyrans (oxanes)

  摘要：

  AbstractThe 13C NMR spectra of 62 oxanes (tetrahydropyrans) with and without methyl substituents at various ring positions, some of them bearing in addition (or instead) ethyl, vinyl, ethynyl, carbomethoxy and methylol substituents at C‐2, have been recorded, and the 294 resulting chemical shifts have been correlated by multiple linear regression analysis. Axial and equatorial α‐, β‐, γ‐, δ‐, gem‐ and vic‐parameters for shifts caused by methyl groups at all ring positions, and similar parameters for Et,—CHCH2,—CCH, CO2Me and CH2OH groups at C‐2, are reported. Standard deviations of the parameters are, in most cases, within 0.3 ppm and the agreement of calculated and experimental shifts is excellent. This is probably the largest parameter set of this type extant. 13C NMR spectra of a number of additional substituted tetrahydropyrans, and of 3,6‐dihydro‐2H‐pyrans and 3,4‐dihydro‐2H‐pyrans, are tabulated and discussed.

  DOI：

  10.1002/omr.1270210205
• 作为产物：
  描述：

  丁酰丙二酸二乙酯 在 乙醚 、 乙醇 、 硫酸 、 sodium 、 镍 、 溶剂黄146 、 三乙胺 作用下， 生成 2,6-Dimethyl-3,4-dihydro-2H-pyran-carbonsaeure-(3)-ethylester
  参考文献：
  名称：

  Korte; Machleidt, Chemische Berichte, 1957, vol. 90, p. 2137,2146

  摘要：

  DOI：

文献信息

• Fargher; Perkin, Journal of the Chemical Society, 1914, vol. 105, p. 1360
  作者：Fargher、Perkin

  DOI：——

  日期：——
• Ssolonina, Zhurnal Russkago Fiziko-Khimicheskago Obshchestva, 1904, vol. 36, p. 972
  作者：Ssolonina

  DOI：——

  日期：——
• Carbon-13 NMR spectra of saturated heterocycles: XI—Tetrahydropyrans (oxanes)
  作者：Ernest L. Eliel、Muthiah Manoharan、K. Michal Pietrusiewicz、Karl D. Hargrave

  DOI：10.1002/omr.1270210205

  日期：1983.2

  AbstractThe 13C NMR spectra of 62 oxanes (tetrahydropyrans) with and without methyl substituents at various ring positions, some of them bearing in addition (or instead) ethyl, vinyl, ethynyl, carbomethoxy and methylol substituents at C‐2, have been recorded, and the 294 resulting chemical shifts have been correlated by multiple linear regression analysis. Axial and equatorial α‐, β‐, γ‐, δ‐, gem‐ and vic‐parameters for shifts caused by methyl groups at all ring positions, and similar parameters for Et,—CHCH2,—CCH, CO2Me and CH2OH groups at C‐2, are reported. Standard deviations of the parameters are, in most cases, within 0.3 ppm and the agreement of calculated and experimental shifts is excellent. This is probably the largest parameter set of this type extant. 13C NMR spectra of a number of additional substituted tetrahydropyrans, and of 3,6‐dihydro‐2H‐pyrans and 3,4‐dihydro‐2H‐pyrans, are tabulated and discussed.
• Korte; Machleidt, Chemische Berichte, 1957, vol. 90, p. 2137,2146
  作者：Korte、Machleidt

  DOI：——

  日期：——