^Michael B. Smith, Jerry March. March’s Advanced Organic Chemistry 5th. John Wiley & Sons, Inc. 2001: 1459. ISBN 0-471-58589-0.
^Philip E. Eaton, Luigi Cassar, Jack Halpern. Silver(I)- and palladium(II)-catalyzed isomerizations of cubane. Synthesis and characterization of cuneane. Journal of the American Chemical Society. 1970, 92 (21): 6366–6368. doi:10.1021/ja00724a061.
^Maria Victoria Roux，Juan Z. Da´valos. Cubane, Cuneane, and Their Carboxylates: A Calorimetric Crystallographic, Calculational, and Conceptual Coinvestigation. J. Org. Chem. 2005. doi:10.1021/jo00408a041.
^Leo A. Paquette and John C. Stowell. Silver ion catalyzed rearrangements of strained .sigma. bonds. Application to the homocubyl and 1,1'-bishomocubyl systems. Journal of the American Chemical Society. 1970, 92 (8): 2584–2586. doi:10.1021/ja00711a082.
^W. G. Dauben, M. G. Buzzolini, C. H. Schallhorn, D. L. Whalen, K. J. Palmer. Thermal and silver ion catalyzed isomerization of the 1,1′-bishomocubane system: preparation of a new C10H10isomer. Tetrahedron Letters. 1970, 11 (10): 787–790. doi:10.1016/S0040-4039(01)97830-X.
^H. Guenther and W. Herrig. Anwendungen der 13C-Resonanz-Spektroskopie, X. 13C,13C-Kopplungskonstanten in Methylencycloalkanen. Chemische Berichte. 1973, 106 (12): 3938–3950. doi:10.1002/cber.19731061217.
^M.I. Trofimov, E.A. Smolenskii. Electronegativity of atoms of ring-containing molecules—NMR spectroscopy data correlations: a description within the framework of topological index approach. Russian Chemical Bulletin. 2000, 49 (3): 402. doi:10.1007/BF02494766.
^M.I. Trofimov, E.A. Smolenskii. Application of the electronegativity indices of organic molecules to tasks of chemical informatics. Russian Chemical Bulletin. 2005, 54 (9): 2235. doi:10.1007/s11172-006-0105-6.
^ Stephenson, Andrew; Michael D. Ward. An octanuclear coordination cage with a ‘cuneane’ core—a topological isomer of a cubic cage. Dalton Transactions. 2011, (40). doi:10.1039/C0DT01767A.引文使用过时参数coauthors (帮助); 使用|accessdate=需要含有|url= (帮助)
外部链接编辑
2D and 3D Models of Dodecahedrane and Cuneane Assemblies
四月 08, 2024
楔形烷, 英語, cuneane, 是一种饱和的环烷烃, 化學式為c8h8, 其英文名由拉丁文, cuneus, 衍生, 意為, 楔子, iupac名pentacyclo, octane五环, 辛烷识别cas号, 20656, ypubchem, 140734, 54749138, 11194301, chemspider, 124127smiles, c12c3c4c3c3c1c2c43性质化学式, c8h8摩尔质量, 密度, ml熔点, c沸点, c危险性闪点, c若非注明, 所有数据均出自标准状态, 是立方烷. 楔形烷 英語 Cuneane 是一种饱和的环烷烃 化學式為C8H8 其英文名由拉丁文 cuneus 衍生 意為 楔子 1 楔形烷IUPAC名Pentacyclo 3 3 0 0 2 4 03 7 06 8 octane五环 3 3 0 0 2 4 03 7 06 8 辛烷识别CAS号 20656 23 9 YPubChem 140734 54749138 2R 4R 6R 8R 11194301 2S 4S 6S 8S ChemSpider 124127SMILES C12C3C4C3C3C1C2C43性质化学式 C8H8摩尔质量 104 06 g mol 密度 1 578 g ml熔点 22 19 C沸点 137 895 C危险性闪点 7 646 C若非注明 所有数据均出自标准状态 25 100 kPa 下 楔形烷是立方烷的价键异构体 2 楔形烷的衍生物中 某些还具有液晶的性质 3 八甲基楔形烷比较稳定 2 目录 1 制备 2 几何特性 3 参见 4 参考资料 5 外部链接制备 编辑楔形烷可以由立方烷经由金属离子催化的s迁移反应来制备 4 5 如Ag 与Pd2 均可催化此反应 直接加热亦可 2 该反应是一个放热反应 6 因为楔形烷的张力能比立方烷小 2 同样的反应也发生在高立方烷 C9H10 以及双高立方烷 C10H10 上 7 8 nbsp 图一 金属离子催化的从立方烷到楔形烷的合成几何特性 编辑 nbsp 楔形烷的另一个3D模型图 表现出其楔形结构在楔形烷中存在着三组化学环境相同的碳原子 下图中的A B C 这也已经被NMR方法所证实 9 化学环境相同的氢原子也有三组 2 楔形烷的碳骨架的分子图是一个正则图 并具有三组不等效的顶点 因此它也是数学化学 英语 Mathematical chemistry 中重要的测试不同算法的测试物 10 11 nbsp 类似的几何结构还出现在其他化合物中 如 Ni8 L14Naph 12 BF4 16这一配合物中 阳离子中的8个镍原子的相对位置就与楔形烷中碳原子的空间位置相同 12 参见 编辑立方烷 键合异构参考资料 编辑 R Criegee R Askani Octamethylsemibullvalene Angewandte Chemie International Edition in English 1968 7 7 537 doi 10 1002 anie 196805371 2 0 2 1 2 2 2 3 2 4 薛价猷 CH n多面体烷的合成与结构 化学通报 1985 2 31 39 Benyei Gyula Jalsovszky Istvan Demus Dietrich Prasad Krishna Rao Shankar Vajda Aniko Jakli Antal Fodor Csorba Katalin First liquid crystalline cuneane caged derivatives a structure property relationship study Liquid Crystals 2006 33 6 689 696 doi 10 1080 02678290600722940 Michael B Smith Jerry March March s Advanced Organic Chemistry 5th John Wiley amp Sons Inc 2001 1459 ISBN 0 471 58589 0 Philip E Eaton Luigi Cassar Jack Halpern Silver I and palladium II catalyzed isomerizations of cubane Synthesis and characterization of cuneane Journal of the American Chemical Society 1970 92 21 6366 6368 doi 10 1021 ja00724a061 Maria Victoria Roux Juan Z Da valos Cubane Cuneane and Their Carboxylates A Calorimetric Crystallographic Calculational and Conceptual Coinvestigation J Org Chem 2005 doi 10 1021 jo00408a041 Leo A Paquette and John C Stowell Silver ion catalyzed rearrangements of strained sigma bonds Application to the homocubyl and 1 1 bishomocubyl systems Journal of the American Chemical Society 1970 92 8 2584 2586 doi 10 1021 ja00711a082 W G Dauben M G Buzzolini C H Schallhorn D L Whalen K J Palmer Thermal and silver ion catalyzed isomerization of the 1 1 bishomocubane system preparation of a new C10H10isomer Tetrahedron Letters 1970 11 10 787 790 doi 10 1016 S0040 4039 01 97830 X H Guenther and W Herrig Anwendungen der 13C Resonanz Spektroskopie X 13C 13C Kopplungskonstanten in Methylencycloalkanen Chemische Berichte 1973 106 12 3938 3950 doi 10 1002 cber 19731061217 M I Trofimov E A Smolenskii Electronegativity of atoms of ring containing molecules NMR spectroscopy data correlations a description within the framework of topological index approach Russian Chemical Bulletin 2000 49 3 402 doi 10 1007 BF02494766 M I Trofimov E A Smolenskii Application of the electronegativity indices of organic molecules to tasks of chemical informatics Russian Chemical Bulletin 2005 54 9 2235 doi 10 1007 s11172 006 0105 6 Stephenson Andrew Michael D Ward An octanuclear coordination cage with a cuneane core a topological isomer of a cubic cage Dalton Transactions 2011 40 doi 10 1039 C0DT01767A 引文使用过时参数coauthors 帮助 使用 accessdate 需要含有 url 帮助 外部链接 编辑2D and 3D Models of Dodecahedrane and Cuneane Assemblies Link 取自 https zh wikipedia org w index php title 楔形烷 amp oldid 80842129, 维基百科，wiki，书籍，书籍，图书馆，
