双环[2.2.1]庚烷-2-甲腈

化合物

双环[2.2.1]庚烷-2-甲腈是一种有机化合物,化学式为C8H11N,它可由降冰片烯-2-甲腈的氢化反应制得。[2]它可以被还原为双环[2.2.1]庚烷-2-甲胺[3],或生成二(双环[2.2.1]庚烷-2-甲基)胺。[4]乙酸汞存在下,它可以在乙酸水溶液中水解为双环[2.2.1]庚烷-2-甲酰胺。[5]

Bicyclo[2.2.1]heptane-2-carbonitrile
IUPAC名
Bicyclo[2.2.1]heptane-2-carbonitrile
别名 2-氰基双环[2.2.1]庚烷
识别
CAS号 2234-26-6  checkY
3211-87-8((endo))  checkY
3211-90-3((exo))  checkY
PubChem 102231
ChemSpider 92361
SMILES
 
  • N#CC2CC1CCC2C1
InChI
 
  • 1/C8H11N/c9-5-8-4-6-1-2-7(8)3-6/h6-8H,1-4H2
InChIKey GAHKEUUHTHVKEA-UHFFFAOYAS
性质
化学式 C8H11N
摩尔质量 121.18 g·mol−1
熔点 43—45 °C(316—318 K)(10 mmHg)[1]
沸点 73—75 °C(346—348 K)(10 mmHg)[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

  1. ^ 1.0 1.1 2-Norbornanecarbonitrile at Sigma-Aldrich
  2. ^ V. M. Mokhov, Yu. V. Popov, D. N. Nebykov. Hydrogenation of alkenes over nickel nanoparticles under atmospheric pressure of hydrogen. Russian Journal of Organic Chemistry. 2016-03, 52 (3): 319–323 [2022-03-09]. ISSN 1070-4280. doi:10.1134/S1070428016030040 (英语). 
  3. ^ Transfer Hydrogenation of Nitriles with 2-Propanol and Raney® Nickel. Synthetic Communications. 2003-09, 33 (19): 3373–3379 [2022-03-09]. ISSN 0039-7911. doi:10.1081/SCC-120023995 (英语). 
  4. ^ V. M. Mokhov, Yu. V. Popov, K. V. Shcherbakova. Colloid and nanosized catalysts in organic synthesis: XII. Hydrogenation of carbonitriles catalyzed by nickel nanoparticles. Russian Journal of General Chemistry. 2016-02, 86 (2): 273–280 [2022-03-09]. ISSN 1070-3632. doi:10.1134/S1070363216020110 (英语). 
  5. ^ B. F. Plummer, Mercedes Menendez, Michael Songster. Hydration of nitriles to amides promoted by mercury(II) acetate in acetic acid. The Journal of Organic Chemistry. 1989-02, 54 (3): 718–719 [2022-03-09]. ISSN 0022-3263. doi:10.1021/jo00264a042. (原始内容存档于2022-03-09) (英语).