2-甲基-1,2,3,4-四氢蒽 | 85268-79-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 中文名称: 2-甲基-1,2,3,4-四氢蒽
• 英文名称: 2-methyl-1,2,3,4-tetrahydroanthracene
• CAS: 85268-79-7
• 化学式: C₁₅H₁₆
• 分子量: 196.292
• InChiKey: BLQRYLWYKQFAFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  [5-Methyl-2-methylene-cyclohex-(E)-ylidenemethyl]-benzene 以 苯 为溶剂， 以45%的产率得到2-甲基-1,2,3,4-四氢蒽
  参考文献：
  名称：

  A photoannulation route to naphthalenes from cyclic ketones

  摘要：

  A three-step naphthalene annulation of cyclic ketones has been developed. Aldol condensation with an aromatic aldehyde followed by Wittig olefination produces a 1,3-diene, which undergoes oxidative photocyclization to produce a naphthalene derivative. Ketone ring sizes of C5 to C8 were annulated successfully. The sequence was also applied successfully to three methyl-substituted derivatives and one polycyclic case.

  DOI：

  10.1021/jo00003a018

文献信息

• Carbon-13 magnetic resonance of hydroaromatics. II. Conformation of Tetralin and tetrahydroanthracene and their methyl derivatives
  作者：Frederick G. Morin、W. James Horton、David M. Grant、Don K. Dalling、Ronald J. Pugmire

  DOI：10.1021/ja00350a042

  日期：1983.6

  Carbon-13 chemical shift data have been acquired for 36 methylated tetralins and tetrahydroanthracenes. A least-squares regression analysis has been undertaken on the ring carbons of compounds of unequivocal conformation to determine methyl substituent parameters for the two distinct aliphatic positions and the results have been used to estimate the position of equilibrium of conformationally mobile

  已获得 36 种甲基化四氢萘和四氢蒽的碳 13 化学位移数据。对明确构象的化合物的环碳进行了最小二乘回归分析，以确定两个不同脂肪族位置的甲基取代参数，结果已用于估计构象移动化合物的平衡位置。得出的结论是，1-甲基萘满在室温下以基本相同的构象异构体存在，但 2-甲基衍生物主要由具有赤道甲基的构象支配。将取代基参数与先前为甲基化环己烷确定的参数进行比较。对甲基化学位移的类似分析没有成功，部分原因是饱和环的高度柔性。
• OLSEN, ROBERT J.;MINNIEAR, JOHN C.;OVERTON, W. MACK;SHERRICK, JOHN M., J. ORG. CHEM., 56,(1991) N, C. 989-991
  作者：OLSEN, ROBERT J.、MINNIEAR, JOHN C.、OVERTON, W. MACK、SHERRICK, JOHN M.

  DOI：——

  日期：——
• A photoannulation route to naphthalenes from cyclic ketones
  作者：Robert J. Olsen、John C. Minniear、W. Mack Overton、John M. Sherrick

  DOI：10.1021/jo00003a018

  日期：1991.2

  A three-step naphthalene annulation of cyclic ketones has been developed. Aldol condensation with an aromatic aldehyde followed by Wittig olefination produces a 1,3-diene, which undergoes oxidative photocyclization to produce a naphthalene derivative. Ketone ring sizes of C5 to C8 were annulated successfully. The sequence was also applied successfully to three methyl-substituted derivatives and one polycyclic case.