双环[5.3.0]癸烷 | 5661-80-3

• 分子结构分类: 有机化合物 - 碳氢化合物 - 多环烃
• 中文名称: 双环[5.3.0]癸烷
• 英文名称: Azulene
• 英文别名: bicyclo<5.3.0>decane；bicyclo[5.3.0]undecane；bicyclo[5,3,0]decane；perhydroazulene；decahydro-azulene；Decahydro-azulen；Decahydroazulene；1,2,3,3a,4,5,6,7,8,8a-decahydroazulene
• CAS: 5661-80-3
• 化学式: C₁₀H₁₈
• 分子量: 138.253
• InChiKey: ODJQFZXHKPCJMD-UHFFFAOYSA-N

物化性质

• 保留指数：
  1095

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 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：

  双环[5.3.0]癸烷 在 selenium 作用下， 生成 奥苷菊环
  参考文献：
  名称：

  41. 蓝菊花。第二部分。新合成路线探索

  摘要：

  DOI：

  10.1039/jr9480000164
• 作为产物：
  描述：

  奥苷菊环 在 lithium 、 nickel dichloride 作用下， 以 四氢呋喃 为溶剂， 以72%的产率得到双环[5.3.0]癸烷
  参考文献：
  名称：

  磺酸盐和芳族化合物与所述的NiCl的减少2 ·2H 2 OLi -芳烃（催化剂）组合

  摘要：

  在室温下，将一系列烷基甲磺酸酯，二甲基酯和烷基或芳基三氟甲磺酸酯与氯化镍（II）二水合物，过量的锂粉和催化量的DTBB（10 mol％）在THF中还原为相应的烃。应用于烯醇三氟甲磺酸酯的该方法学允许根据所使用的Ni（II）盐的量来制备烯烃或烷烃。在上述条件下还原不同的芳族或杂芳族化合物会导致原料的部分或全部还原，该方法是众所周知的桦木反应的合理替代方案。含氘化镍（II）盐的使用可简化氘代产品的制备。

  DOI：

  10.1016/s0040-4020(99)00893-5

文献信息

• High catalytic performance of palladium nanoparticles supported on multiwalled carbon nanotubes in alkene hydrogenation reactions
  作者：Manuela Cano、Ana M. Benito、Wolfgang K. Maser、Esteban P. Urriolabeitia

  DOI：10.1039/c3nj00183k

  日期：——

  the resulting material (Pd-NPs/MWCNTs) in hydrogenation reactions are presented. Facile preparation approaches based on the decomposition of Pd precursors in the presence of MWCNTs lead to homogeneous dispersions of supported Pd-NPs with an average size of 4 nm and Pd loads of about 12%. The catalytic performance of this material was evaluated in hydrogenation reactions of α,β-unsaturated ketones, alkenes

  介绍了负载在多壁碳纳米管（MWCNTs）上的Pd纳米颗粒（Pd-NPs）的合成以及所得材料（Pd-NPs / MWCNTs）在加氢反应中的催化性能。基于在MWCNT的存在下Pd前驱物分解的简便制备方法，可以使负载的Pd-NP均匀分散，平均粒径为4 nm，Pd负载约为12％。在α，β-不饱和酮，烯烃，环状二，三和四烯，芳香族化合物，萜烯和萜烯类化合物的加氢反应中评估了该材料的催化性能，从而获得了非常高的活性，提供了较短的反应时间，较高的转化率，明显的选择性和在温和条件下可接受的可回收性。
• Aliphatic C–H activation with aluminium trichloride–acetyl chloride: expanding the scope of the Baddeley reaction for the functionalisation of saturated hydrocarbons
  作者：Catherine L. Lyall、Mario Uosis-Martin、John P. Lowe、Mary F. Mahon、G. Dan Pantoş、Simon E. Lewis

  DOI：10.1039/c2ob26765a

  日期：——

  activation and here we demonstrate its applicability to a range of other saturated hydrocarbons. Structural elucidation of the products is described and a mechanistic rationale for their formation is presented. The “aliphatic Friedel–Crafts” procedure allows for production of novel oxygenated building blocks from abundant hydrocarbons and as such can be considered to add significant synthetic value in a single

  的功能化 十氢化萘Baddeley等人在50年前就报道了通过“脂肪族Friedel-Crafts”反应。该协议在C–H活化的背景下具有当前意义，在这里我们证明了其对一系列其他饱和烃的适用性。描述了产品的结构说明，并给出了其形成的机理原理。“脂肪族Friedel-Crafts”工艺可以从丰富的烃类中生产出新型的含氧结构单元，因此可以认为它一步就可以增加重要的合成价值。
• LIQUID CRYSTAL MOLECULES COMPRISING HYDROAZULENE STRUCTURES
  申请人：Pohl Ludwig

  公开号：US20100264368A1

  公开（公告）日：2010-10-21

  Liquid Crystal Molecules Comprising Hydroazulene Structures Compounds of formula (I); R 1 i -A 1 i -(Z 2 i -A 2 i )m-(Z 3 i -A 3 i ) n -(Z 4 i -A 4 i ) o -R 2 i (i) wherein at least one of the divalent groups A i is derived from at least partially hydrogenated azulene, R 1 i and R 2 i being hydrogen, an optionally substituted alkyl or alkylene residue, R 2 i also standing for —CN, —N═C═S, —F, —Cl, —SF 5 , —CF 3 , —CHF 2 , CH 2 F—O—CF 3 , —O—CHF 2 , —O—CH 2 F, —O—CF 2 —CF 2 H, or —O—C 2 F 5 , A 1 i , A 2 i , A 3 i and A 4 i being partially or completely hydrogenated 2,6-azulene, trans-1,4-cyclohexylene, 1,4-cyclohexenylene, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-14-phenylene, 2,3- and 2,6-difluoro-1,4-phenylene, and 3,5-difluoro-1,4-phenylene, pyrimidine-2,5-diyl, and 1,4-dioxane-2,5-diyl, Z 1 i , Z 2 i , Z 3 i and Z 4 i being a single bond, —CH 2 —CH 2 —, —CF 2 —CF 2 —, an ester bond —CO—O—, trans and —CF 2 —O—, m, n and 0 being independently 0, 1, or 2, liquid crystal media comprising these compounds and liquid crystal displays made with mixtures comprising the novel compounds.

  由氢化蓝芽结构组成的液晶分子化合物，化学式为（I）; R1i-A1i-(Z2i-A2i)m-(Z3i-A3i)n-(Z4i-A4i)o-R2i(i)。其中，至少有一个双价基团Ai来源于至少部分氢化的蓝芽，R1i和R2i为氢，可选地取代的烷基或烷基残基，R2i还代表-CN，-N═C═S，-F，-Cl，-SF5，-CF3，-CHF2，CH2F-O-CF3，-O-CHF2，-O-CH2F，-O-CF2-CF2H或-O-C2F5，A1i，A2i，A3i和A4i为部分或完全氢化的2,6-蓝芽，trans-1,4-环己基，1,4-环己烯基，1,4-苯基，2-氟-1,4-苯基，3-氟-14-苯基，2,3-和2,6-二氟-1,4-苯基，以及3,5-二氟-1,4-苯基，嘧啶-2,5-二基和1,4-二氧杂环己烷-2,5-二基，Z1i，Z2i，Z3i和Z4i为单键，-CH2-CH2-，-CF2-CF2-，酯键-CO-O-，反式和-CF2-O-，m，n和0独立地为0、1或2，液晶介质包括这些化合物和由包含新化合物的混合物制成的液晶显示器。
• Zur Kenntnis der Sesquiterpene. (68. Mitteilung) Über das Bicyclo-[0, 3, 5]-decan
  作者：Pl. A. Plattner、A. Fürst、K. Jirasek

  DOI：10.1002/hlca.19460290324

  日期：——
• Thiotolerant Ir/SiO2–Al2O3 bifunctional catalysts: Effect of metal–acid site balance on tetralin hydroconversion
  作者：Salim Nassreddine、Laurence Massin、Mimoun Aouine、Christophe Geantet、Laurent Piccolo

  DOI：10.1016/j.jcat.2010.12.008

  日期：2011.3.7

  The hydroconversion of tetralin over iridium nanoparticles supported on amorphous silica-alumina (ASA) has been investigated in a continuous high-pressure gas-phase micro-reactor in the presence of H2S. In order to tune the Ir particle size, the bifunctional Ir/ASA catalysts have been submitted to sintering treatments. The samples have been characterized by HRTEM and XPS. From careful analysis of tetralin conversion products by comprehensive two-dimensional gas chromatography (GCxGC-MS) and NMR, compound families have been unambiguously distinguished. Hydrogenation, dehydrogenation. (saturated and aromatic) ring-contraction products, and (saturated and aromatic) one-ring-opening products are formed, without significant cracking. The catalysts exhibit stable activity in the presence of sulfur. As the mean particle size increases from 1.5 to 8 nm, the ring-opening/contraction selectivity increases dramatically. This effect is related to an increase of the acid/metal site ratio. (C) 2010 Elsevier Inc. All rights reserved.

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