1,2-dimethyl-3-oxo-cyclopentanecarboxylic acid ethyl ester | 144126-81-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1,2-dimethyl-3-oxo-cyclopentanecarboxylic acid ethyl ester
• 英文别名: 1,2-Dimethyl-3-oxo-cyclopentancarbonsaeure-aethylester；Ethyl 1,2-dimethyl-3-oxocyclopentane-1-carboxylate
• CAS: 144126-81-8
• 化学式: C₁₀H₁₆O₃
• 分子量: 184.235
• InChiKey: HHEBSFGBCURQHZ-UHFFFAOYSA-N

物化性质

• 沸点：
  105-106 °C(Press: 5 Torr)
• 密度：
  1.036±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,2-dimethyl-3-oxo-cyclopentanecarboxylic acid ethyl ester 生成 Camphoronsaeure
  参考文献：
  名称：

  SYNTHETIC INVESTIGATIONS IN THE CAMPHOR SERIES. PART I A NEW SYNTHESIS OF CAMPHONONIC ACID.¹

  摘要：

  DOI：

  10.1021/jo01119a003
• 作为产物：
  描述：

  1,5-dimethyl-4-oxo-cyclopentane-1,3-dicarboxylic acid diethyl ester 在 盐酸 、 sodium ethanolate 作用下， 生成 1,2-dimethyl-3-oxo-cyclopentanecarboxylic acid ethyl ester
  参考文献：
  名称：

  Chakravarti, Journal of the Indian Chemical Society, 1943, vol. 20, p. 247

  摘要：

  DOI：

文献信息

• Electroorganic chemistry. 140. Electroreductively promoted intra- and intermolecular couplings of ketones with nitriles.
  作者：Tatsuya Shono、Naoki Kise、Taku Fujimoto、Naoto Tominaga、Hiroshi Morita

  DOI：10.1021/jo00052a036

  日期：1992.12

  Electroreduction of gamma and delta-cyano ketones in i-PrOH with Sn cathode gave alpha-hydroxy ketones and their dehydroxylated ketones as the intramolecularly coupled products. Guaiazulene, (-)-valeranone, polyquinanes, dihydrojasmone, methyl dihydrojasmonate, and rosaprostol have been synthesized by utilizing this electroreductive intramolecular coupling of gamma and delta-cyano ketones in one of the key steps. Similarly, electroreduction of a mixture of ketone and nitrile gave the corresponding intermolecularly coupled product. The product obtained by the electroreductive intermolecular coupling of (+)-dihydrocarvone with acetonitrile has been found to be the precursor of an effective chiral ligand for the enantioselective addition of diethylzinc to aldehydes.
• Sen-Gupta, Journal of the Indian Chemical Society, 1933, vol. 10, p. 341,344
  作者：Sen-Gupta

  DOI：——

  日期：——
• Roy, Journal of the Indian Chemical Society, 1955, vol. 32, p. 173
  作者：Roy

  DOI：——

  日期：——
• SYNTHETIC INVESTIGATIONS IN THE CAMPHOR SERIES. PART I A NEW SYNTHESIS OF CAMPHONONIC ACID.¹
  作者：P. B. TALUKDAR、P. BAGCHI

  DOI：10.1021/jo01119a003

  日期：1955.1
• Chakravarti, Journal of the Indian Chemical Society, 1943, vol. 20, p. 247
  作者：Chakravarti

  DOI：——

  日期：——