(+/-)-dihydro-β-campholenolactone | 42370-34-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: (+/-)-dihydro-β-campholenolactone
• 英文别名: (3aS,6aR)-6,6,6a-Trimethylhexahydro-2H-cyclopenta[b]furan-2-one；(3aS,6aR)-6,6,6a-trimethyl-3,3a,4,5-tetrahydrocyclopenta[b]furan-2-one
• CAS: 42370-34-3
• 化学式: C₁₀H₁₆O₂
• 分子量: 168.236
• InChiKey: RZQMMUGEFLGWFB-OIBJUYFYSA-N

物化性质

• 沸点：
  242.1±8.0 °C(Predicted)
• 密度：
  1.027±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (+/-)-dihydro-β-campholenolactone 在 lithium aluminium tetrahydride 作用下， 生成 2-Hydroxy-1,1,2-trimethyl-3-<2-hydroxy-aethyl>-cyclopentan 、 cis-2-(2-Hydroxy-2,3,3-trimethylcyclopentyl)ethanol
  参考文献：
  名称：

  Lactones 1. Hydroxylation of dihydro-β-campholenolactone by Fusarium culmorum

  摘要：

  The stereospecific hydroxylation of racemic dihydro-beta-campholenolactone (1) by several fungal strains has been evaluated. The 6-hydroxy derivative as a major product and 5-hydroxy as a minor one were isolated from transformation of 1 with Fusarium culmorum.

  DOI：

  10.1016/s0040-4020(01)81766-x
• 作为产物：
  描述：

  2,3,3-三甲基环戊-1-烯基乙腈 在 sodium hydroxide 、 硫酸 作用下， 生成 (+/-)-dihydro-β-campholenolactone
  参考文献：
  名称：

  TIEMANN'S “ISOCAMPHORPHORONE”¹

  摘要：

  DOI：

  10.1021/jo01196a005

文献信息

• Oxidation of Camphor with Peracetic Acid
  作者：Ronald R. Sauers

  DOI：10.1021/ja01513a042

  日期：1959.3
• Asahina; Tukamoto, Chemische Berichte, 1937, vol. 70, p. 584,587
  作者：Asahina、Tukamoto

  DOI：——

  日期：——
• Selective anodic oxidation of camphor
  作者：Siyu Ye、Fritz Beck

  DOI：10.1016/s0040-4020(01)80979-0

  日期：1991.7

  Camphor (1) was anodically oxidized at Pb/PbO2 and Pt in 1M H2SO4 (50 Vol.% MeCN). 1,2-campholide (4) as the main product was obtained with material yields up to 96% and current efficiencies up to 39% at the PbO2 anode. The most important side products were oxygen and 1,8,8-trimethyl-2-oxa-bicyclo[3.3.0]octan-3-one (5). A quantitative conversion of 4 to 5 is possible in strong acids. The effects of current densities and concentrations were studied in detail.
• Tukamoto, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1939, vol. 59, p. 149,165;dtsch.Ref.S.37,39
  作者：Tukamoto

  DOI：——

  日期：——
• DESLONGCHAMPS, PIERRE;BELANGER, ANDRE;BERNEY, DANIEL J. F.;BORSCHBERG, HA+, CAN. J. CHEM., 68,(1990) N, C. 153-185
  作者：DESLONGCHAMPS, PIERRE、BELANGER, ANDRE、BERNEY, DANIEL J. F.、BORSCHBERG, HA+

  DOI：——

  日期：——