螺戊烷

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螺戊烷
IUPAC名
Spiro[2.2]pentane
别名 螺[2.2]戊烷
识别
CAS号 157-40-4  checkY
PubChem 9088
ChemSpider 8734
SMILES
 
  • C1CC12CC2
性质
化学式 C5H8
摩尔质量 68.12 g·mol−1
熔点 -134.6 °C(139 K)
沸点 39.0 °C(312 K)
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

螺戊烷是一种三角烷英语triangulane类有机物,化学式为C
5
H
8
,它是最简单的螺环烷烃[1][2][3][4]它最早于1887年被发现,数年后其分子结构得到标准。[5][6][7] 它在200 °C分解,对其于360~410 °C热解,会扩环得到其异构体亚甲基环丁烷,并同时生成乙烯丙二烯[8]

Spiropentane thermolysis

参考文献[编辑]

  1. ^ Donohue, Jerry; Humphrey, George L.; Schomaker, Verner. The Structure of Spiropentane. Journal of the American Chemical Society. 1945, 67 (2): 332–335. ISSN 0002-7863. doi:10.1021/ja01218a056. 
  2. ^ Murray, M. J.; Stevenson, Eugene H. SPIROPENTANE. Journal of the American Chemical Society. 1944, 66 (2): 314. ISSN 0002-7863. doi:10.1021/ja01230a515. 
  3. ^ Murray, M. J.; Stevenson, Eugene H. The Debromination of Pentaerythrityl Bromide by Zinc. Isolation of Spiropentane1. Journal of the American Chemical Society. 1944, 66 (5): 812–816. ISSN 0002-7863. doi:10.1021/ja01233a047. 
  4. ^ Price, J.E.; Coulterpark, K.A.; Masiello, T.; Nibler, J.W.; Weber, A.; Maki, A.; Blake, T.A. High-resolution infrared spectra of spiropentane, C5H8. Journal of Molecular Spectroscopy. 2011, 269 (1): 129–136. Bibcode:2011JMoSp.269..129P. ISSN 0022-2852. doi:10.1016/j.jms.2011.05.011. 
  5. ^ Philipow, O. Die Konstitution der Kohlenwasserstoffe Gustavsons: Vinyltrimethylen und Äthylidentrimethylen. Journal für Praktische Chemie. 1916, 93 (1): 162–182 [2023-11-20]. ISSN 0021-8383. doi:10.1002/prac.19160930112. (原始内容存档于2021-06-29). 
  6. ^ Faworsky, Al.; Batalin, W. Über das Vinyltrimethylen und Äthyliden-trimethylen von Gustavson. Berichte der Deutschen Chemischen Gesellschaft. 1914, 47 (2): 1648–1651 [2023-11-20]. ISSN 0365-9496. doi:10.1002/cber.19140470250. (原始内容存档于2021-06-29). 
  7. ^ Burns, G. R.; McGavin, D. G. Infrared and Raman Spectra of Spiropentane-H8. Applied Spectroscopy. 1972, 26 (5): 540–542. Bibcode:1972ApSpe..26..540B. S2CID 95384874. doi:10.1366/000370272774351778. 
  8. ^ J. J. Gajewski, L. T. Burka, Journal of the American Chemical Society 94, Nr. 25, 8857 (1972).