1,5-naphthalenediethanol | 63405-60-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1,5-naphthalenediethanol
• 英文别名: 1,5-Bis(2-hydroxyethyl)naphthalene；2-[5-(2-Hydroxyethyl)naphthalen-1-yl]ethanol
• CAS: 63405-60-7
• 化学式: C₁₄H₁₆O₂
• 分子量: 216.28
• InChiKey: AJVJPFKVWYONIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,5-naphthalenediethanol 在 三溴化磷 作用下， 以 苯 为溶剂， 反应 2.5h， 以36%的产率得到1,5-Bis(2'-bromoethyl)naphthalene
  参考文献：
  名称：

  A new general synthesis of polycyclic aromatic compounds based on enamine chemistry

  摘要：

  Alkylation of enamines and enamine salts by benzylic and (beta-haloethyl)aryl halides, respectively, followed by acidic cyclodehydration and dehydrogenation provides an efficient synthetic approach to a wide range of polycyclic aromatic compounds of diverse structural types. Specific polycyclic hydrocarbons synthesized by this route include benzo[a]- and benzo[c]fluorene, 7H-dibenzo[c,g]-, 13H-dibenzo[a,i]-, and 13H-dibenzo[a,g]fluorene, 15H-tribenzo[a,c,i]fluorene, dibenzo[b,def]chrysene, benzo[rst]pentaphene, indeno[1,2-b]fluorene, fluoreno[3,4-c]fluorene, octahydrodibenz[a,j]anthracene, dibenz[a,j]anthracene, octahydrodibenz[a,h]anthracene, dibenz[a,h]anthracene, dibenz[a,h]anthracene, picene, benzo[c]picene, 1H-benz[bc]aceanthrylene, and 4H-cyclopenta[def]chrysene. This method with appropriate modifications appears to be potentially broader in scope than established traditional methods of polycyclic hydrocarbon synthesis.

  DOI：

  10.1021/jo00003a050
• 作为产物：
  描述：

  2,6-二叔丁基萘 在 正丁基锂 、 三氯化铝 、 溴 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 20.42h， 生成 1,5-naphthalenediethanol
  参考文献：
  名称：

  A new general synthesis of polycyclic aromatic compounds based on enamine chemistry

  摘要：

  Alkylation of enamines and enamine salts by benzylic and (beta-haloethyl)aryl halides, respectively, followed by acidic cyclodehydration and dehydrogenation provides an efficient synthetic approach to a wide range of polycyclic aromatic compounds of diverse structural types. Specific polycyclic hydrocarbons synthesized by this route include benzo[a]- and benzo[c]fluorene, 7H-dibenzo[c,g]-, 13H-dibenzo[a,i]-, and 13H-dibenzo[a,g]fluorene, 15H-tribenzo[a,c,i]fluorene, dibenzo[b,def]chrysene, benzo[rst]pentaphene, indeno[1,2-b]fluorene, fluoreno[3,4-c]fluorene, octahydrodibenz[a,j]anthracene, dibenz[a,j]anthracene, octahydrodibenz[a,h]anthracene, dibenz[a,h]anthracene, dibenz[a,h]anthracene, picene, benzo[c]picene, 1H-benz[bc]aceanthrylene, and 4H-cyclopenta[def]chrysene. This method with appropriate modifications appears to be potentially broader in scope than established traditional methods of polycyclic hydrocarbon synthesis.

  DOI：

  10.1021/jo00003a050

文献信息

• Metal-halogen exchange reactions of 1,5-diiodonaphthalene. Synthesis of 1,5-disubstituted naphthalene derivatives
  作者：Wuyi Wang、Stan V. D'Andrea、Jeremiah P. Freeman、Jacob Szmuszkovicz

  DOI：10.1021/jo00008a059

  日期：1991.4
• WANG, WUYI;DANDREA, STAN V.;FREEMAN, JEREMIAH P.;SZMUSZKOVICZ, JACOB, J. ORG. CHEM., 56,(1991) N, C. 2914-2915
  作者：WANG, WUYI、DANDREA, STAN V.、FREEMAN, JEREMIAH P.、SZMUSZKOVICZ, JACOB

  DOI：——

  日期：——
• HARYEY, RONALD G.;PATAKI, JOHN;CORTEZ, CECILIA;DI, RADDO PASQUALE;YANG, C+, J. ORG. CHEM., 56,(1991) N, C. 1210-1217
  作者：HARYEY, RONALD G.、PATAKI, JOHN、CORTEZ, CECILIA、DI, RADDO PASQUALE、YANG, C+

  DOI：——

  日期：——
• US4088670A
  申请人：——

  公开号：US4088670A

  公开（公告）日：1978-05-09
• US4147711A
  申请人：——

  公开号：US4147711A

  公开（公告）日：1979-04-03