dodecahexayne | 32597-33-4

• 分子结构分类: 有机化合物 - 乙炔化物
• 英文名称: dodecahexayne
• 英文别名: Dodecahexain；1,3,5,7,9,11-Dodecahexayne；dodeca-1,3,5,7,9,11-hexayne
• CAS: 32597-33-4
• 化学式: C₁₂H₂
• 分子量: 146.148
• InChiKey: ZDDKBZSMUOQPAK-UHFFFAOYSA-N

物化性质

• 沸点：
  248.3±23.0 °C(Predicted)
• 密度：
  1.147±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  dodecahexayne 生成 乙炔 、 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  碳氢化合物的高温稳定性

  摘要：

  DOI：

  10.1021/j100263a027
• 作为产物：
  描述：

  hexa-Si-ethyl-Si,Si'-dodecahexaynediyl-bis-silane 在 sodium hydroxide 作用下， 以 甲醇 、 Petroleum ether 为溶剂， 生成 dodecahexayne
  参考文献：
  名称：

  硅烷化作为末端炔烃在氧化偶联中的一种保护方法：母体多炔H（CC）n H的一般合成（n = 4-10，12 ）

  摘要：

  H（CC）n系列（n = 4-10，12）中的各个聚炔已通过溶液制备，涉及的序列涉及铜催化的甲硅烷基保护的末端炔烃的氧化偶联（Hay技术），部分裂解（脱甲硅烷基化）通过碱，偶联和完全甲硅烷基化来纯化产品。因此，使用建立在模型耦合，等条件3 SiCCH（I）→的Et 3的Si（CSiEt 3（II），等。silyidiyne的耦合3的Si（CC）2 H（II）给出的Et 3 Si（CC）4 SiEt 3（IV），经裂解后可得到色谱分离的IV，Et 3 Si（CC）混合物4 H（V）和H（CC）4 H（VI）。V的耦合依次产生Et 3 Si（CC）18 SiEt 3（VII），经裂解产生Et 3 Si（CC）8 H（VIII）和H（CC）8 H（IX）， coupling的偶合得到双甲硅烷基十六烷基乙炔Et 3 Si（CC）16 SiEt 3（X）。六乙炔和十二炔基可以类似地合成：Et

  DOI：

  10.1016/0040-4020(72)80041-3

文献信息

• Wavelength dependence of polyyne preparation by liquid-phase laser ablation using pellet targets
  作者：Ryutaro Matsutani、Kohei Inoue、Noriyuki Wada、Kazuo Kojima

  DOI：10.1039/c1cc00102g

  日期：——

  The amount of polyynes produced by Nd:YAG laser (355, 532, and 1064 nm) ablation of fullerene and graphite pellet targets was the largest for 1064 nm ablation, contrary to the powder target in the previous report. This result is believed to come from the difference in the main polyyne-production area in liquids in the optical cell, depending on the pellet and powder targets.

  Nd:YAG 激光（355、532 和 1064 nm）烧蚀富勒烯和石墨颗粒靶材所产生的聚炔数量在 1064 nm 烧蚀时最大，这与之前报告中的粉末靶材相反。这一结果被认为是由于颗粒和粉末目标不同，光学池中液体产生聚炔的主要区域也不同。
• Submerged electric arc between graphite electrodes: a one-pot tool for the synthesis of long-chain polyynes in solution
  作者：Franco Cataldo

  DOI：10.1016/j.tetlet.2003.10.100

  日期：2004.1

  Polyynes, a class of molecules described by the general formula H-(CdropC)(m)H (where m is an integer) can be synthesized using an electric arc between graphite electrodes submerged in an organic solvent such as methanol, n-hexane, n-dodecane, decahydronaphthalene or acetonitrile. When the electric are is used in acetonitrile at -40degreesC, polyyne chains of up to 18 carbon atoms (m = 9) have been produced together with monocyanopolyyne as by-product. The polyynes can be reduced to ene-ynes by shaking a hexane solution of them with Zn/HCl. (C) 2003 Elsevier Ltd. All rights reserved.
• The simplest approach to prepare solutions of polyynes in hydrocarbons
  作者：Franco Cataldo

  DOI：10.1016/j.tetlet.2005.03.160

  日期：2005.5

  Polyynes solutions having as main components C6H2 and C8H2 can be prepared in hydrocarbon solvents by hydrolyzing calcium carbide in an NH4Cl aqueous solution containing Cu(I)/Cu(II) salts. The polyynes are released into a hydrocarbon solvent by acidification with coned. HCl. Heptane solutions with polyynes concentration as high as 0.1 M can be easily prepared. (c) 2005 Elsevier Ltd. All rights reserved.
• Polyynes and cyanopolyynes synthesis from the submerged electric arc: about the role played by the electrodes and solvents in polyynes formation
  作者：Franco Cataldo

  DOI：10.1016/j.tet.2004.03.033

  日期：2004.5

  The products of the electric arc between graphite electrodes have been investigated by high performance liquid chromatography-diode-array detector (HPLC-DAD) analysis in various media: distilled water, liquid nitrogen, methanol, ethanol, n-hexane and benzene. In distilled water, hydrogen capped polyynes H-(CdropC)(n)-H were the unique products demonstrating that carbon is supplied by the graphite electrodes while hydrogen is supplied by the solvent plasmalysis (in this case water plasmalysis). Arcing graphite electrodes in liquid nitrogen produces cyanopolyynes: NdropC-(CdropC)(n)-CdropN demonstrating that in this case the end groups of the polyyne chains are supplied by molecular nitrogen plasmalysis caused by the electric arc. Graphite arcing in methanol and ethanol produces very clean solutions (by-products negligible or absent) of hydrogen-capped polyynes with C8H2 as the main product accounting for more than 70 mol percent of the total polyyne concentration. By replacing graphite electrodes with titanium electrodes in methanol or in ethanol, polyynes are not formed at all; only trace amounts of polycyclic aromatic hydrocarbons (PAHs) were detected. When arcing with graphite electrodes is conducted in n-hexane or in benzene, polyyne formation is accompanied by a significant production of PAH, especially in benzene. These results have been rationalized in terms of carbonization or coking tendency of a given solvent. The effect of using titanium electrodes in place of graphite electrodes has been investigated also in n-hexane and in benzene as well as the effects of very high electric current intensity employed to ignite and sustain the submerged electric arc. (C) 2004 Elsevier Ltd. All rights reserved.
• High-temperature stabilities of hydrocarbons
  作者：Stephen E. Stein、A. Fahr

  DOI：10.1021/j100263a027

  日期：1985.8