sodium 2-oxocyclohexane-1-carboxylate | 75265-85-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: sodium 2-oxocyclohexane-1-carboxylate
• 英文别名: sodium cyclohexanone-2-carboxylate；2-Oxocyclohexanecarboxylic acid sodium salt；sodium;2-oxocyclohexane-1-carboxylate
• CAS: 75265-85-9
• 化学式: C₇H₉O₃*Na
• 分子量: 164.136
• InChiKey: SQOTYYYBCYURDK-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -3.5
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  57.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  sodium 2-oxocyclohexane-1-carboxylate 在 bis-triphenylphosphine-palladium(II) chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以91%的产率得到2-环己烯-1-酮
  参考文献：
  名称：

  Facile generation of a reactive palladium(II) enolate intermediate by the decarboxylation of palladium(II) .beta.-ketocarboxylate and its utilization in allylic acylation

  摘要：

  DOI：

  10.1021/ja00540a053
• 作为产物：
  描述：

  环己酮 、 1-butyl-3-methylimidazolium-2-carboxylate 在 sodium iodide 作用下， 以 乙腈 为溶剂， 反应 70.0h， 以62.2%的产率得到sodium 2-oxocyclohexane-1-carboxylate
  参考文献：
  名称：

  1,3-Dialkylimidazolium-2-carboxylates as versatile N-heterocyclic carbene–CO2 adducts employed in the synthesis of carboxylates and α-alkylidene cyclic carbonates

  摘要：

  1,3-Dialkylimidazolium-2-carboxylate compounds of formulas 1a, 2, and 4 have been synthesized and fully characterized by X-ray spectroscopy quite recently. Up today, these compounds have found some interesting applications as precursors of N-heterocyclic carbenes (NHCs) used as ligands for metal-complexes or in the synthesis of organic compounds and ionic liquids. We have recently reported the use of I butyl, 3-methylimidazolium-2-carboxylate and 1,3-dimethylimidazolium-2-carboxylate in a CO2-transfer reaction to CH3OH and acetophenone for the synthesis of methylcarbonate and benzoylacetate. The scope Of this CO2-transfer reaction has been expanded to several organic compounds with active hydrogen (acetone, cyclohexanone, and benzylcyanide) for the synthesis of carboxylates of pharmaceutical interest, and to propargyl alcohols for the synthesis of alpha-alkylidene cyclic carbonates. (C) 2008 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2008.10.107

文献信息

• TSUDA TETSUO; CHUJO YOSHIKI; NISHI SEI-ICHI; TAWARA KUNIO; SAEGUSA TAKEO, J. AMER. CHEM. SOC., 1980, 102, NO 20, 6381-6384
  作者：TSUDA TETSUO、 CHUJO YOSHIKI、 NISHI SEI-ICHI、 TAWARA KUNIO、 SAEGUSA TAKEO

  DOI：——

  日期：——
• Facile generation of a reactive palladium(II) enolate intermediate by the decarboxylation of palladium(II) .beta.-ketocarboxylate and its utilization in allylic acylation
  作者：Tetsuo Tsuda、Yoshiki Chujo、Seiichi Nishi、Kunio Tawara、Takeo Saegusa

  DOI：10.1021/ja00540a053

  日期：1980.9
• 1,3-Dialkylimidazolium-2-carboxylates as versatile N-heterocyclic carbene–CO2 adducts employed in the synthesis of carboxylates and α-alkylidene cyclic carbonates
  作者：Immacolata Tommasi、Fabiana Sorrentino

  DOI：10.1016/j.tetlet.2008.10.107

  日期：2009.1

  1,3-Dialkylimidazolium-2-carboxylate compounds of formulas 1a, 2, and 4 have been synthesized and fully characterized by X-ray spectroscopy quite recently. Up today, these compounds have found some interesting applications as precursors of N-heterocyclic carbenes (NHCs) used as ligands for metal-complexes or in the synthesis of organic compounds and ionic liquids. We have recently reported the use of I butyl, 3-methylimidazolium-2-carboxylate and 1,3-dimethylimidazolium-2-carboxylate in a CO2-transfer reaction to CH3OH and acetophenone for the synthesis of methylcarbonate and benzoylacetate. The scope Of this CO2-transfer reaction has been expanded to several organic compounds with active hydrogen (acetone, cyclohexanone, and benzylcyanide) for the synthesis of carboxylates of pharmaceutical interest, and to propargyl alcohols for the synthesis of alpha-alkylidene cyclic carbonates. (C) 2008 Published by Elsevier Ltd.