维基百科

2-三氟甲基联苯

化合物

2-三氟甲基联苯是一种有机化合物，化学式为C13H9F3。它可由2-三氟甲基卤苯和苯硼酸经偶合反应制得，[2][3]2'-三氟甲基联苯-2-甲酸的脱羧反应也能得到2-三氟甲基联苯。[4]它和氢气在催化剂存在下反应，可以得到1-三氟甲基-2-环己基环己烷，主产物具有R,R构型。[5]它和氢化铝锂在五氯化铌催化下反应，得到9H-芴。[6][7]

2-三氟甲基联苯
识别
CAS号 362-59-4  checkY
SMILES
 
  • FC(F)(F)C=1C=CC=CC1C=2C=CC=CC2
性质
化学式 C13H9F3
摩尔质量 222.21 g·mol−1
熔点 15 °C（288 K）[1]
沸点 114 °C（387 K）（19 torr）[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 M. R. Pettit, J. C. Tatlow. Further investigations of trifluoromethyldiphenyl derivatives. Journal of the Chemical Society (Resumed). 1954: 1071 [2021-03-20]. ISSN 0368-1769. doi:10.1039/jr9540001071 （英语）. 
  2. ^ Marie Feuerstein, Henri Doucet, Maurice Santelli. Palladium Catalysed Cross-Coupling of Aryl Chlorides with Arylboronic Acids in the Presence of a New Tetraphosphine Ligand. Synlett. 2001, 2001 (09): 1458–1460 [2021-03-20]. doi:10.1055/s-2001-16794. （原始内容存档于2018-06-04）. 
  3. ^ Ying Dong, Jing-Jing Jv, Xiao-Wei Wu, Jing-Lan Kan, Ting Lin, Yu-Bin Dong. A palladium–carbon-connected organometallic framework and its catalytic application. Chemical Communications. 2019, 55 (96): 14414–14417 [2021-03-20]. ISSN 1359-7345. doi:10.1039/C9CC07829K （英语）. 
  4. ^ Chengwei Liu, Zhi-Xin Qin, Chong-Lei Ji, Xin Hong, Michal Szostak. Highly-chemoselective step-down reduction of carboxylic acids to aromatic hydrocarbons via palladium catalysis. Chemical Science. 2019, 10 (22): 5736–5742 [2021-03-20]. ISSN 2041-6520. PMC 6568276  . PMID 31293759. doi:10.1039/C9SC00892F （英语）. 
  5. ^ Xue Zhang, Liang Ling, Meiming Luo, Xiaoming Zeng. Accessing Difluoromethylated and Trifluoromethylated cis ‐Cycloalkanes and Saturated Heterocycles: Preferential Hydrogen Addition to the Substitution Sites for Dearomatization. Angewandte Chemie International Edition. 2019-11-18, 58 (47): 16785–16789 [2021-03-20]. ISSN 1433-7851. doi:10.1002/anie.201907457 （英语）. 
  6. ^ Kohei Fuchibe, Ken Mitomi, Ryo Suzuki, Takahiko Akiyama. CC Coupling Reactions of Superstrong CF 3 Groups with C(sp 2 )-H Bonds: Reactivity and Synthetic Utility of Zero-Valent Niobium Catalyst. Chemistry - An Asian Journal. 2008-02-01, 3 (2): 261–271 [2021-03-20]. doi:10.1002/asia.200700333 （英语）. 
  7. ^ Kohei Fuchibe, Takahiko Akiyama. Low-Valent Niobium-Mediated Double Activation of C−F/C−H Bonds: Fluorene Synthesis from o -Arylated α,α,α-Trifluorotoluene Derivatives. Journal of the American Chemical Society. 2006-02, 128 (5): 1434–1435 [2021-03-20]. ISSN 0002-7863. doi:10.1021/ja0565323 （英语）. 
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