桉烷 | 473-11-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: 桉烷
• 中文别名: β-赤藓啶
• 英文名称: 4β(H)-eudesmane
• 英文别名: 4β-eudesmane；4βH-eudesmane；4βH-Eudesman；4α,8αβ-Dimethyl-6β-isoproyl-trans-decahydronaphthalin；4α,10β-Dimethyl-7β-isopropyl-trans-dekalin；Eudesmane；(3R,4aS,5R,8aR)-5,8a-dimethyl-3-propan-2-yl-2,3,4,4a,5,6,7,8-octahydro-1H-naphthalene
• CAS: 473-11-0
• 化学式: C₁₅H₂₈
• 分子量: 208.387
• InChiKey: DYEQPYSFRWUNNV-APIJFGDWSA-N

物化性质

• 熔点：
  130 °C
• 沸点：
  59-62 °C(Press: 0.01 Torr)
• 密度：
  0.889 g/cm3(Temp: 24 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  α-芹子烯 在 platinum(IV) oxide 氢气 作用下， 生成 桉烷
  参考文献：
  名称：

  分子和二氢geijeren-Reihe中的热解和水合大肠菌

  摘要：

  Abstract The pyrolysis of elemol (1) in the presence of benzoic or p‐nitrobenzoic acid, and of elemyl‐p‐nitrobenzoate (3) was studied. From the many products formed, the compounds 6, 7, 8, 10, 11, 14, 15 and 18 were isolated and identified. On the basis of systematic experiments in the elemol (1) and dihydrogeijerene (26) series the sequence of the formation of these products could be determined. Several factors influencing the compositions of the pyrolysis mixtures are discussed. The products of pyrolysis of both series [elemol (1) and dihydrogeijerene (26), respectively] were catalytically hydrogenated, yielding the saturated hydrocarbons 34, 35–37, and 38–40, respectively. The synthesis of racemic dihydrogeijerene (26) was achieved starting from germacrone (41).

  DOI：

  10.1002/hlca.19710540117

文献信息

• Identification of the bicyclic sesquiterpenes drimane and eudesmane in petroleum
  作者：Robert Alexander、Robert Kagi、Rohinton Noble

  DOI：10.1039/c39830000226

  日期：——

  Drimane and eudesmane have been identified in petroleum; eudesmane is formed from higher plant precursors while drimane is probably derived from microbial sources.

  在石油中发现了Drimane和eudesmane。杜鹃花是由高等植物的前体形成的，而树花粉可能是由微生物来源衍生的。
• Acanthellin-1, an unique isonitrile sesquiterpene from the sponge Acanthella acuta
  作者：L. Minale、R. Riccio、G. Sodano

  DOI：10.1016/s0040-4020(01)97245-x

  日期：1974.1

  A number of unique isonitrile sesquiterpenes have been isolated from the sponge Acanthella acuta. One of them acanthellin-1, with antimicrobial activity, is shown to be 1 with a 4-epi-eudesmane skeleton.

  从海绵Acanthella acuta中分离出了许多独特的异腈倍半萜。其中之一acanthellin-1，具有抗微生物活性，被示出为1与4-外延-eudesmane骨架。
• ALEXANDER, R.;KAGI, R.;NOBLE, R., J. CHEM. SOC. CHEM. COMMUN., 1983, 5, 226-228
  作者：ALEXANDER, R.、KAGI, R.、NOBLE, R.

  DOI：——

  日期：——
• Pyrolysen- und Hydrierungsversuche in der Elemol- und Dihydrogeijeren-Reihe
  作者：C. Ganter、Frau B. Keller-Wojtkiewicz

  DOI：10.1002/hlca.19710540117

  日期：——

  Abstract The pyrolysis of elemol (1) in the presence of benzoic or p‐nitrobenzoic acid, and of elemyl‐p‐nitrobenzoate (3) was studied. From the many products formed, the compounds 6, 7, 8, 10, 11, 14, 15 and 18 were isolated and identified. On the basis of systematic experiments in the elemol (1) and dihydrogeijerene (26) series the sequence of the formation of these products could be determined. Several factors influencing the compositions of the pyrolysis mixtures are discussed. The products of pyrolysis of both series [elemol (1) and dihydrogeijerene (26), respectively] were catalytically hydrogenated, yielding the saturated hydrocarbons 34, 35–37, and 38–40, respectively. The synthesis of racemic dihydrogeijerene (26) was achieved starting from germacrone (41).