维基百科

亚甲基环己烷

化合物

亚甲基环己烷是一种有机化合物，化学式为C7H12，是难溶于水的无色液体。它可由Wittig反应，或由环己酮和Tebbe试剂反应制得。[5][6][7]它和二氧化硫作用，异构为1-甲基环己烯。[8]

亚甲基环己烷
IUPAC名
Methylidenecyclohexane
别名 Methylenecyclohexane
识别
CAS号 1192-37-6  checkY
PubChem 14502
ChemSpider 13846
SMILES
 
  • C=C1CCCCC1
InChI
 
  • 1/C7H12/c1-7-5-3-2-4-6-7/h1-6H2
InChIKey YULMNMJFAZWLLN-UHFFFAOYAJ
性质
化学式 C7H12
摩尔质量 96.170 g·mol⁻¹
密度 0.8074 g·cm−3（20 °C）[1]
熔点 −106.7 °C（166.5 K）[2]
沸点 102—103 °C（375—376 K）[3]
溶解性（水） 0.083 g/L[4]
若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

参考文献

编辑
  1. ^ Arthur I. Vogel. 250. Physical properties and chemical constitution. Part III. cycloPentane, cyclohexane, cycloheptane, and some derivatives. The multiplanar structure of the methylcyclohexane ring. Journal of the Chemical Society (Resumed). 1938: 1323 [2019-12-04]. ISSN 0368-1769. doi:10.1039/jr9380001323 （英语）. 
  2. ^ "PhysProp" data were obtained from Syracuse Research Corporation of Syracuse, New York (US). Retrieved from SciFinder. [2019-12-4]
  3. ^ Fawarsky, Al.; Borgmann, I. Isomeric Rearrangement. Berichte der Deutschen Chemischen Gesellschaft, 1908. 40: 4863-4875. ISSN: 0365-9496.
  4. ^ Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (© 1994-2019 ACD/Labs). Retrieved from SciFinder. [2019-12-4]
  5. ^ Wittig, George; Schoellkopf, U. Methylenecyclohexane. Organic Syntheses. 1960, 40: 66 [2019-12-04]. doi:10.15227/orgsyn.040.0066. （原始内容存档于2019-11-07）. 
  6. ^ Mark, Herman F. Encyclopedia of Polymer Science and Technology, Concise. Hoboken, New Jersey: John Wiley & Sons. 2007: 682 [2019-12-04]. ISBN 978-0-470-04610-4. （原始内容存档于2019-03-06）. I this way, cyclohexanone is transformed into methylenecyclohexene and benzaldehyde into stryene. 
  7. ^ Dalton, David R. Foundations of Organic Chemistry: Unity and Diversity of Structures, Pathways, and Reactions. John Wiley & Sons. August 4, 2011: 819–820 [2019-12-04]. ISBN 978-1-118-00538-5. （原始内容存档于2019-03-06）. Now, when cyclohexanone is added to the solution in which the [Tebbe] reagent has been generated, reaction occurs to produce methylenecyclohexane and triphenylphosphine oxide 
  8. ^ Divakar Masilamani, Edward H. Manahan, John Vitrone, Milorad M. Rogic. Organic reactions of sulfur dioxide. Reactions with nucleophilic double bonds leading to the isomerization, aromatization, selective hydrogen-deuterium exchange, and electron-transfer processes. The Journal of Organic Chemistry. 1983-12, 48 (25): 4918–4931 [2019-12-04]. ISSN 0022-3263. doi:10.1021/jo00173a028 （英语）. 
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