亞甲基環己烷

化合物

亞甲基環己烷是一種有機化合物,化學式為C7H12,是難溶於水的無色液體。它可由Wittig反應,或由環己酮Tebbe試劑反應製得。[5][6][7]它和二氧化硫作用,異構為1-甲基環己烯[8]

亞甲基環己烷
IUPAC名
Methylidenecyclohexane
別名 Methylenecyclohexane
識別
CAS號 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
性質
化學式 C7H12
莫耳質量 96.170 g·mol⁻¹
密度 0.8074 g·cm−3(20 °C)[1]
熔點 −106.7 °C(166.5 K)[2]
沸點 102—103 °C(375—376 K)[3]
溶解性 0.083 g/L[4]
若非註明,所有數據均出自標準狀態(25 ℃,100 kPa)下。

參考文獻

編輯
  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 (英語). 
  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. (原始內容存檔於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. (原始內容存檔於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. (原始內容存檔於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 (英語).