3,8-二氧杂三环[5.1.0.02,4]辛烷,4-甲基-7-(1-甲基乙基)-,(1R,2S,4R,7R)-rel- | 1619-26-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 中文名称: 3,8-二氧杂三环[5.1.0.02,4]辛烷,4-甲基-7-(1-甲基乙基)-,(1R,2S,4R,7R)-rel-
• 英文名称: cis-isoascaridole
• 英文别名: (+/-)-1,2;3,4-diepoxy-cis-p-menthane；(+/-)-1,2;3,4-Diepoxy-cis-p-menthan；Isoascaridole；(1R,2S,4R,7R)-4-methyl-7-propan-2-yl-3,8-dioxatricyclo[5.1.0.02,4]octane
• CAS: 1619-26-7；17948-59-3；104975-22-6；123285-71-2
• 化学式: C₁₀H₁₆O₂
• 分子量: 168.236
• InChiKey: LEZWCCRTFNBOBU-SGIHWFKDSA-N

物化性质

• 沸点：
  106-107 °C(Press: 4 Torr)
• 密度：
  1.0226 g/cm3
• 保留指数：
  1305;1269

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  25.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,8-二氧杂三环[5.1.0.02,4]辛烷,4-甲基-7-(1-甲基乙基)-,(1R,2S,4R,7R)-rel- 生成 p-menthane-2,3-dione
  参考文献：
  名称：

  Danilowa; Kol'zow, Zhurnal Organicheskoi Khimii, 1966, vol. 2, p. 1208; engl. Ausg. S. 1201

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 生成 3,8-二氧杂三环[5.1.0.02,4]辛烷,4-甲基-7-(1-甲基乙基)-,(1R,2S,4R,7R)-rel-
  参考文献：
  名称：

  Schenck et al., Justus Liebigs Annalen der Chemie, 1953, vol. 584, p. 125,149

  摘要：

  DOI：

文献信息

• Zur Kenntnis des Ascaridols
  作者：H. Thoms、Werner Dobke

  DOI：10.1002/ardp.19302680206

  日期：——
• Comparative analysis of three Australian finger lime (Citrus australasica) cultivars: Identification of unique citrus chemotypes and new volatile molecules
  作者：Estelle Delort、Alain Jaquier、Erik Decorzant、Christian Chapuis、Alessandro Casilli、Eric Frérot

  DOI：10.1016/j.phytochem.2014.10.023

  日期：2015.1

  The volatile constituents of the peel of three cultivars of Australian finger lime (Citrus australasica) were investigated: Alstonville, Judy's Everbearing and Durham's Emerald. Both qualitative and quantitative GC-MS analyses were performed on their peel solvent extract. The results showed that the unique phenotypes of finger lime are also correlated to unique molecular compositions. Each cultivar revealed a different chemotype: limonene/sabinene for cv. Alstonville, limonene/citronellal/isomenthone for cv. Judy's Everbearing, and limonene/citronellal/ citronellol for cv. Durham's Emerald. To the best of our knowledge, these chemotypes have never been reported in any other citrus species. Furthermore, the amounts of some volatile constituents (gamma-terpinene, alpha-pinene, beta-pinene, citral), which are generally the major constituents besides limonene in lime species, were surprisingly low in the three cultivars. Comparative GC-MS analysis also showed that some volatile molecules tended to be specific to one cultivar and could therefore be considered as markers. Moreover six molecules were reported for the first time in a citrus extract and confirmed by synthesis. Heart-cutting enantioselective two-dimensional GC-MS was performed to determine the enantiomeric distribution of the major chiral constituents. The combined data on three finger lime cultivars gives evidence of their divergence from other citrus species. (C) 2014 Elsevier Ltd. All rights reserved.
• Ruthenium(II)-catalyzed reactions of 1,4-epiperoxides
  作者：Masaaki Suzuki、Hiroaki Ohtake、Yoshimi Kameya、Nobuyuki Hamanaka、Ryoji Noyori

  DOI：10.1021/jo00283a023

  日期：1989.10
• Amine addition products of pseudoascaridole
  作者：Alfonse Runquist、Gary Pierson、Olaf Runquist

  DOI：10.1021/jo01262a084

  日期：1969.10
• BOYD J. D.; FOOTE C. S.; IMAGAWA D. K., J. AMER. CHEM. SOC., 1980, 102, NO 10,3641-3642
  作者：BOYD J. D.、 FOOTE C. S.、 IMAGAWA D. K.

  DOI：——

  日期：——