1-碘萘

化合物

1-碘萘是一种有机化合物,化学式为C10H7I。它可由1-溴萘碘化钠在二氧六环中反应制得,[2]或通过N-碘代丁二酰亚胺在1,1,1,3,3,3-六氟-2-丙醇中的反应得到,反应会生成少量的2-碘代副产物。[3]它和苯硼酸磷酸钾和催化剂的存在下发生偶联反应,可以得到1-苯基萘。[4]它和氰化钾反应,碘被氰基取代,得到1-萘甲腈。[5]

1-碘萘
别名 α-碘萘
识别
CAS号 90-14-2  checkY
InChI
 
  • 1S/C10H7I/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7H
性质
化学式 C10H7I
摩尔质量 254.07 g·mol−1
熔点 4.2 °C(277.3 K)[1]
沸点 302 °C(575 K)[1]
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

参考文献

  1. ^ 1.0 1.1 "PhysProp" data were obtained from Syracuse Research Corporation of Syracuse, New York (US). Retrieved from SciFinder. [2021-01-08].
  2. ^ Dominik Urselmann, Dragutin Antovic, Thomas J J Müller. Pseudo five-component synthesis of 2,5-di(hetero)arylthiophenes via a one-pot Sonogashira–Glaser cyclization sequence. Beilstein Journal of Organic Chemistry. 2011-11-04, 7: 1499–1503 [2021-01-08]. ISSN 1860-5397. doi:10.3762/bjoc.7.174. (原始内容存档于2020-08-12) (英语). 
  3. ^ Ren-Jin Tang, Thierry Milcent, Benoit Crousse. Regioselective Halogenation of Arenes and Heterocycles in Hexafluoroisopropanol. The Journal of Organic Chemistry. 2018-01-19, 83 (2): 930–938 [2021-01-08]. ISSN 0022-3263. doi:10.1021/acs.joc.7b02920. (原始内容存档于2019-10-03) (英语). 
  4. ^ Stephen D. Ramgren, Liana Hie, Yuxuan Ye, Neil K. Garg. Nickel-Catalyzed Suzuki–Miyaura Couplings in Green Solvents. Organic Letters. 2013-08-02, 15 (15): 3950–3953 [2021-01-08]. ISSN 1523-7060. doi:10.1021/ol401727y (英语). 
  5. ^ Benjamin A. Anderson, Edward C. Bell, Francis O. Ginah, Nancy K. Harn, Lisa M. Pagh, James P. Wepsiec. Cooperative Catalyst Effects in Palladium-Mediated Cyanation Reactions of Aryl Halides and Triflates. The Journal of Organic Chemistry. 1998-11, 63 (23): 8224–8228 [2021-01-08]. ISSN 0022-3263. doi:10.1021/jo9808674 (英语).