9,10-二氢-9,10-乙基桥蒽-11-醇 | 1521-59-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 中文名称: 9,10-二氢-9,10-乙基桥蒽-11-醇
• 英文名称: 9,10-dihydro-9,10-ethano-anthracen-11-ol
• 英文别名: (+/-)-11-Hydroxy-9.10-dihydro-9.10-aethano-anthracen；Tetracyclo[6.6.2.02,7.09,14]hexadeca-2,4,6,9,11,13-hexaen-15-ol
• CAS: 1521-59-1
• 化学式: C₁₆H₁₄O
• 分子量: 222.287
• InChiKey: KWIGNNRWIAOEGF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  9,10-二氢-9,10-乙基桥蒽-11-醇 在 chromium(VI) oxide 、 溶剂黄146 作用下， 生成 9,10-dihydro-9,10-ethano-anthracen-11-one
  参考文献：
  名称：

  THE SYNTHESIS OF 9,10-DIHYDRO-9,10-(11-AMINOETHANO)ANTHRACENES

  摘要：

  DOI：

  10.1021/jo01131a009
• 作为产物：
  描述：

  9,10-dihydro-9,10-ethano-anthracen-11-one 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以93%的产率得到9,10-二氢-9,10-乙基桥蒽-11-醇
  参考文献：
  名称：

  Distortion of Olefin and Carbonyl .pi.-Orbitals in Dibenzobicyclo[2.2.2]octatrienes and Dibenzobicyclo[2.2.2]octadienones. Unsymmetrization of .pi. Lobes Arising from .pi.-.pi. Orbital Interactions

  摘要：

  We have detected the unsymmetrical pi faces of the olefin group in 2-substituted dibenzobicyclo-[2.2.2]octatrienes (2-substituted 9,10-dihydro-9,10-ethenoanthracenes) and the carbonyl groups of 2-substituted and 3-substituted dibenzobicycla[2.2.2]octadienones (2-substituted and 3-substituted 9,10-dihydro-9,10-(11-ketoethano)anthracenes), wherein alpha-type overlaps of the pi orbitals are involved, in a similar manner to longicyclic conjugation. An intrinsically nonequivalent substituent at distal positions modulates the epoxidation and dihydroxylation of the olefin group and the reduction of the carbonyl group. Both systems exhibit similar substituent effects: an ''electron-withdrawing'' substituent such as a nitro or fluoro group gave a large to moderate bias (preferred syn attack with respect to the substituent) whereas an ''electron-donating'' methoxy substituent exhibited a negligible bias. Herein we interpret these biases or nonbiases in terms of unsymmetrization of pi lobes of the olefin and carbonyl pi orbitals, arising from nonequivalent pi-pi interactions rather than from an electron-donating or -withdrawing effect.

  DOI：

  10.1021/jo00093a032

文献信息

• Decarboxyilative photooxygenation of carboxylic acids by tile use of acridine
  作者：Keiji Okada、Katsura Okubo、Masaji Oda

  DOI：10.1016/s0040-4039(00)77679-9

  日期：1992.1

  A new method of decarboxylative photooxygenation of free carboxylic acids is developed by the use of acridine as a light absorber, leading to alcohols after reductive treatment of the photolysate.

  通过使用of啶作为光吸收剂，开发了一种对游离羧酸进行脱羧光氧合的新方法，该光还原剂经过还原处理后生成醇。
• New procedure for the transformation of alcohols to alkyl halides via xanthate esters and free-radical intermediates
  作者：Stanley J. Cristol、Dave G. Seapy

  DOI：10.1021/jo00340a028

  日期：1982.1
• Ionica, Ileana; Ghiviriga, Ion; Filip, Petru, Revue Roumaine de Chimie, 1992, vol. 37, # 9, p. 1007 - 1016
  作者：Ionica, Ileana、Ghiviriga, Ion、Filip, Petru、Badea, Florin、Dinulescu, Ilie G.

  DOI：——

  日期：——
• Lecolier,S., Chimica Therapeutica, 1968, vol. 3, p. 34 - 38
  作者：Lecolier,S.

  DOI：——

  日期：——
• Synthesis and Pharmacological Properties of New 9,10-Dihydro-9,10-ethanoanthracene Derivatives
  作者：Jacques R. Boissier、Roger. Ratouis、Claude. Dumont、Laurent. Taliani、Jeannine. Forest

  DOI：10.1021/jm00313a018

  日期：1967.1.1