9-(2-chloethyl)phenanthrene | 119522-03-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 9-(2-chloethyl)phenanthrene
• 英文别名: 9-(2-chloro-ethyl)-phenanthrene；9-(2-Chlor-aethyl)-phenanthren；2-(9-phenanthrenyl)ethyl chloride；9-(2-chloroethyl)phenanthrene
• CAS: 119522-03-1
• 化学式: C₁₆H₁₃Cl
• 分子量: 240.732
• InChiKey: YUWXCMVCBRURPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  9-(2-chloethyl)phenanthrene 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 16.0h， 生成 9-((N,N-dimethylamino)propyl)phenanthrene
  参考文献：
  名称：

  Solvent-Dependent Behavior of Phenanthrene-Amine Intramolecular Exciplexes

  摘要：

  The solvent dependence of the photophysical and photochemical behavior of several ((N,N-dimethylamino)alkyl)phenanthrenes in which the amino group is attached to the phenanthrene at C-9 or C-1 via a short polymethylene chain has been investigated. Intramolecular exciplex fluorescence is observed in moderately polar solvents but not in nonpolar solvents. The solvent dependence of exciplex fluorescence is attributed to exergonic formation of solvated exciplexes with loose geometries in polar solvents and endergonic exciplex formation in nonpolar solvents. in the case of the (aminoethyl)phenanthrene exciplex fluorescence is observed in highly polar solvents, including dimethylformamide, dimethyl sulfoxide, and acetonitrile-water binary mixtures and in frozen polar glasses. In the case of the (aminomethyl)phenanthrene moderately efficient photodeamination to yield 9-methylphenanthrene and 1,2-di-9-phenanthrylethane is observed. The solvent and temperature dependence of the kinetics of exciplex formation and decay are discussed and compared to results for other intramolecular arene-amine exciplexes.

  DOI：

  10.1021/j100092a033
• 作为产物：
  描述：

  2-(9-菲基)乙醇 在 氯化亚砜 、 N,N-二甲基苯胺 、 苯 作用下， 生成 9-(2-chloethyl)phenanthrene
  参考文献：
  名称：

  Cyclopentenotriphenylene

  摘要：

  DOI：

  10.1021/ja01300a052

文献信息

• Preparation and chemical behaviour of exo-methylene compounds: isoelectronic compounds of 5-methylenecyclohexa-1,3-diene
  作者：Akira Sugimoto、Junzo Yamano、Masahiro Yasueda、Shigeo Yoneda

  DOI：10.1039/p19880002579

  日期：——

  Some exo-methylene compounds such as 9-methylene-9,10-dihydrophenanthrene (2) were photolytically prepared and their chemical behaviour was investigated. Treatment of (2) with acid (CF3CO2H) or base (–OBut) led to the formation of 9-methylphenanthrene, with bromine to 9-bromomethylphenanthrene. Reaction with dimethyl acetylenedicarboxylate did not give Diels–Alder adduct but gave an ene adduct. Treatment

  通过光解法制备了一些外亚甲基化合物，如9-亚甲基-9,10-二氢菲（2），并对其化学行为进行了研究。的（治疗2用酸）（CF 3 CO 2 H）或碱（- OBU吨）导致形成9-甲基菲的，与溴至9 bromomethylphenanthrene。与乙炔二羧酸二甲酯反应不会生成狄尔斯-阿尔德加合物，而会生成烯加合物。用乙撑四甲腈处理也得到了烯加合物。与卡宾或类胡萝卜素反应，得到9,10-二氢菲-9-螺环丙烷。检查了与乙撑四乙腈的反应是否存在其他外显子-亚甲基化合物，1-亚甲基-1,2-二氢萘和2-亚甲基-2,3-二氢苯并[ b ]噻吩。除与卡宾的反应外，芳构化可能是这些外亚甲基化合物的反应的原因。
• Exciplexes
  申请人：——

  公开号：US20030108892A1

  公开（公告）日：2003-06-12

  Compounds capable of forming an intramolecular exciplex on photoirradiation of the compound in water comprise two exciplex forming partners, one being a donor moiety and the other an acceptor moiety, each having at least one aromatic nucleus and being connected by a saturated aliphatic chain having the flexibility to allow said partners to come into exciplex forming relationship. The compounds may be used as labels for oligonucleotides. Certain of the compounds display pH sensitive emission.

  在水中光照条件下能够形成分子内激发态络合物的化合物包括两个激发态络合物形成合作伙伴，一个是给体基团，另一个是受体基团，每个基团至少具有一个芳香环，并通过具有足够柔韧性的饱和脂肪链连接，使这些合作伙伴能够形成激发态络合物关系。这些化合物可用作寡核苷酸的标记。其中一些化合物显示出pH敏感的发射特性。
• SUGIMOTO, AKIRA;YAMANO, JUNZO;YASUEDA, MASAHIRO;YONEDA, SHIGEO, J. CHEM. SOC. PERKIN TRANS. PT 1,(1988) N 9, C. 2579-2584
  作者：SUGIMOTO, AKIRA、YAMANO, JUNZO、YASUEDA, MASAHIRO、YONEDA, SHIGEO

  DOI：——

  日期：——
• EXCIPLEXES
  申请人：THE VICTORIA UNIVERSITY OF MANCHESTER

  公开号：EP1242360A2

  公开（公告）日：2002-09-25
• US4171366A
  申请人：——

  公开号：US4171366A

  公开（公告）日：1979-10-16