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N-甲基-N-甲酰基苯胺

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N-甲基-N-甲酰基苯胺
别名 N-甲基甲酰苯胺
N-甲基-N-苯基甲酰胺
识别
CAS号 93-61-8  checkY
性质
熔点 13 °C（286 K）[1]
沸点 243 °C（516 K）[2]
若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

N-甲基-N-甲酰基苯胺是一种有机化合物，化学式为C8H9NO。它可由N-甲基苯胺（英语：N-Methylaniline）和甲酸在甲苯中回流反应制得，[3]或由N,N-二甲基苯胺的氧化反应得到，氧化剂可选用双氧水[4]、2,2,6,6-四甲基-1-氧化哌啶鎓氯化物[5]、苄基三乙基高锰酸铵[6]、四乙基高碘酸铵[7]等。它和三氯氧磷搭配可用于维尔斯迈尔－哈克反应。[8]

参考文献

  1. ^ H. B. Henbest, A. Thomas. 591. Amine oxidation. Part I. The side-chain oxidation of N-alkyl- and NN-dialkyl-anilines by manganese dioxide. Journal of the Chemical Society (Resumed). 1957: 3032 [2020-12-29]. ISSN 0368-1769. doi:10.1039/jr9570003032 （英语）. 
  2. ^ Horner, Leopold; Betzel, Clemens. Course of substitutions. V. Experimental evidence of transitory radicals. Justus Liebigs Annalen der Chemie, 1953. 579. 175-192. ISSN: 0075-4617.
  3. ^ N-METHYLFORMANILIDE. Organic Syntheses. 1940, 20: 66 [2020-12-29]. doi:10.15227/orgsyn.020.0066. （原始内容存档于2020-04-24）. 
  4. ^ Yi-Dan Du, Chun-Wai Tse, Zhen-Jiang Xu, Yungen Liu, Chi-Ming Che. [Fe III (TF 4 DMAP)OTf] catalysed anti-Markovnikov oxidation of terminal aryl alkenes to aldehydes and transformation of methyl aryl tertiary amines to formamides with H 2 O 2 as a terminal oxidant. Chem. Commun. 2014, 50 (84): 12669–12672 [2020-12-29]. ISSN 1359-7345. doi:10.1039/C4CC05972G （英语）. 
  5. ^ Duncan Harvey Hunter, Julie S. Racok, Allan W. Rey, Yolanda Zea-Ponce. Oxoiminium ions for N-demethylation: 1-oxo-2,2,6,6-tetramethylpiperidinium chloride. The Journal of Organic Chemistry. 1988-03, 53 (6): 1278–1281 [2020-12-29]. ISSN 0022-3263. doi:10.1021/jo00241a028 （英语）. 
  6. ^ Schmidt, H. Juergen; Schaefer, Hans J. Oxidation of amines with benzyl(triethyl)​ammonium permanganate. Angewandte Chemie, 1981. 93 (1): 124-125. ISSN: 0044-8249.
  7. ^ Dau. D. Agarwal, Daisy Bhat. Substituted tetraphenyl porphyrin catalyzed oxidative N-dealkylation of tertiary amine using molecular oxygen. Journal of Porphyrins and Phthalocyanines. 2016-06, 20 (06): 689–693 [2020-12-29]. ISSN 1088-4246. doi:10.1142/S1088424616500607 （英语）. 
  8. ^ Petr Ilyin, Alena Pankova, Mikhail Kuznetsov. Direct and Efficient Synthesis of Pyrrole-3-carbaldehydes by Vilsmeier-Haack Formylation of Pyrroles with Sterically Crowded Amides. Synthesis. 2012-05, 44 (09): 1353–1358 [2020-12-29]. ISSN 0039-7881. doi:10.1055/s-0031-1290763. （原始内容存档于2018-06-05） （英语）. 
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