螺[4.5]癸烷 | 176-63-6

• 分子结构分类: 有机化合物 - 碳氢化合物 - 多环烃
• 中文名称: 螺[4.5]癸烷
• 英文名称: spiro[4.5]decane
• 英文别名: spiro[4,5]decane；Spiro[4.5]decan；spiro[4, 5]decane；Spiro-<4,5>-decan；Spiro<4,5>decan；Spiro<4.5>decan
• CAS: 176-63-6
• 化学式: C₁₀H₁₈
• 分子量: 138.253
• InChiKey: CTDQAGUNKPRERK-UHFFFAOYSA-N

物化性质

• 沸点：
  188.7°C (rough estimate)
• 密度：
  0.8102 (estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 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

安全信息

• 海关编码：
  2902199090

反应信息

• 作为反应物：
  描述：

  螺[4.5]癸烷 、 alkaline earth salt of/the/ methylsulfuric acid 生成 萘
  参考文献：
  名称：

  The Preparation and Dehydrogenation of Spirodecane and 3-Methylspirodecane¹

  摘要：

  DOI：

  10.1021/ja01855a028
• 作为产物：
  描述：

  spiro[4.5]decan-6-ol 在 palladium on activated charcoal 磷酸 、 氢气 作用下， 生成 螺[4.5]癸烷
  参考文献：
  名称：

  Chirko,A.I.; Perzashkevich,V.S., Journal of Organic Chemistry USSR (English Translation), 1966, vol. 2, p. 1999 - 2002

  摘要：

  DOI：

文献信息

• Renewable high-density spiro-fuels from lignocellulose-derived cyclic ketones
  作者：Junjian Xie、Xiangwen Zhang、Lun Pan、Genkuo Nie、Xiu-Tian-Feng E、Qing Liu、Peng Wang、Yafei Li、Ji-Jun Zou

  DOI：10.1039/c7cc05101h

  日期：——

  Renewable high-density spiro-fuels are synthesized from lignocellulose-derived cyclic ketones for the first time, which show higher density, higher neat heat of combustion and lower freezing point compared with other biofuels synthesized from the same feedstock, and thus represent a new type of renewable high-density fuel attractive for practical applications.

  首次由木质纤维素衍生的环酮合成可再生的高密度螺旋燃料，与使用相同原料合成的其他生物燃料相比，它们显示出更高的密度，更高的燃烧净热和更低的凝固点，因此是一种新型的可再生高密度燃料对实际应用具有吸引力。
• 97.—The Reformatsky reaction with compounds of the ethylene oxide type
  作者：G. R. Clemo、J. Ormston

  DOI：10.1039/jr9330000362

  日期：——
• Ring opening of decalin via hydrogenolysis on Ir/- and Pt/silica catalysts
  作者：Andreas Haas、Sandra Rabl、Marco Ferrari、Vincenzo Calemma、Jens Weitkamp

  DOI：10.1016/j.apcata.2012.03.010

  日期：2012.5

  The catalytic conversion of cis-decalin was studied at a hydrogen pressure of 5.2 MPa and temperatures of 250-410 degrees C on iridium and platinum supported on non-acidic silica. The absence of catalytically active Bronsted acid sites was indicated by both FT-IR spectroscopy with pyridine as a probe and the selectivities in a catalytic test reaction, viz, the hydroconversion of n-octane. On iridium/silica, decalin hydroconversion starts at ca. 250-300 degrees C, and no skeletal isomerization occurs. The first step is rather hydrogenolytic opening of one six-membered ring to form the direct ring-opening products butylcyclohexane, 1-methyl-2-propylcyclohexane and 1,2-diethylcyclohexane. These show a consecutive hydrogenolysis, either of an endocyclic carbon-carbon bond into open-chain decanes or of an exocyclic carbon-carbon bond resulting primarily in methane and C-9 naphthenes. The latter can undergo a further endocyclic hydrogenolysis leading to open-chain nonanes. All individual C-10 and C-9 hydrocarbons predicted by this "direct ring-opening mechanism" were identified in the products generated on the iridium/silica catalysts. The carbon-number distributions of the hydrocracked products C-9- show a peculiar shape resembling a hammock and could be readily predicted by simulation of the direct ring-opening mechanism. Platinum on silica was found to require temperatures around 350-400 degrees C at which relatively large amounts of tetralin and naphthalene are formed. The most abundant primary products on Pt/silica are spiro[4.5]decane and butylcyclohexane which can be readily accounted for by the well known platinum-induced mechanisms described in the literature for smaller model hydrocarbons, namely the bond-shift isomerization mechanism and hydrogenolysis of a secondary-tertiary carbon-carbon bond in decalin. (C) 2012 Elsevier B.V. All rights reserved.
• Alkylidenecarbenes from acyclic vinyl bromides and potassium tert-butoxide
  作者：Joseph Wolinsky、Gregory W. Clark、Patricia C. Thorstenson

  DOI：10.1021/jo00867a001

  日期：1976.3
• Zelinsky; Schuikin, Chemische Berichte, 1929, vol. 62, p. 2183
  作者：Zelinsky、Schuikin

  DOI：——

  日期：——

表征谱图