双环[2.2.2]辛烷
双环[2.2.2]辛烷是一种有机化合物,化学式为C8H14。它可由2-溴双环[2.2.2]辛烷和金属钠在叔丁醇和四氢呋喃中回流制得,副产物是双环[2.2.2]辛烯;[2]1-溴双环[2.2.2]辛烷[3]或1,4-二溴双环[2.2.2]辛烷[4]的脱卤也能得到该化合物。在三氯化钌的催化下,它可以被高碘酸钠氧化,生成双环[2.2.2]辛酮。[5]
双环[2.2.2]辛烷 | |
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识别 | |
CAS号 | 280-33-1 ![]() |
性质 | |
化学式 | C8H14 |
摩尔质量 | 110.2 g·mol−1 |
熔点 | 169.5~170.5 °C[1] |
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- ^ W. Von E. Doering, Milton. Farber. REARRANGEMENT OF 2-BROMOBICYCLO[2,2,2]OCTANE WITH SILVER BROMIDE. Journal of the American Chemical Society. 1949-04, 71 (4): 1514–1514 [2021-11-12]. ISSN 0002-7863. doi:10.1021/ja01172a526. (原始内容存档于2021-11-12) (英语).
- ^ Brockway, Nolan M. Reactions of carbethoxycarbene with carbon-halogen bonds. Polar addition of deuterium bromide to bicyclo[2.2.2]-octene [Dissertation]. 1970. Univ. Oklahoma.
- ^ Shelton Bank, William K. S. Cleveland. Quinuclidin-4-yl Anion. Generation and Stability Comparison by Radical Anion Reduction. HETEROCYCLES. 1982, 18 (1): 145 [2021-11-12]. ISSN 0385-5414. doi:10.3987/S(B)-1982-01-0145 (英语).
- ^ Nikolaides, Nick. Sodium-potassium alloy. e-EROS Encyclopedia of Reagents for Organic Synthesis, 2001. 1-2.
- ^ Per H. J. Carlsen. Ruthenium Catalyzed Oxidation of Alkanes. Synthetic Communications. 1987-01, 17 (1): 19–23 [2021-11-12]. ISSN 0039-7911. doi:10.1080/00397918708063899 (英语).