1-苯基-1-丙酮肟
化合物
1-苯基-1-丙酮肟是一種有機化合物,化學式為C9H11NO,是一種肟。
1-苯基-1-丙酮肟 | |
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識別 | |
CAS號 | 2157-50-8 23517-42-2(1E) 23517-38-6(1Z) |
性質 | |
化學式 | C9H11NO |
摩爾質量 | 149.19 g·mol−1 |
熔點 | 53 °C(326 K)[1] |
若非註明,所有數據均出自標準狀態(25 ℃,100 kPa)下。 |
製備及性質
它可由苯丙酮和鹽酸羥胺在乙酸鈉存在下反應得到。[2]在十二羰基三釕的催化下,它在苯中可以被一氧化碳脫氧,生成α-乙基亞苄亞胺。[3]在乙腈中,氯化鋁或氯化汞催化下,它可以重排為N-苯基丙醯胺。[4][5]
它和苯基溴化鎂反應,可以得到2-甲基-3,3-二苯基氮丙環:[6]
參考文獻
- ^ Trofimov, B. A.; Korostova, S. E.; Balabanova, L. N.; Mikhaleva, A. I. Pyrroles from ketoximes and acetylene. VI. Study of conditions for the reaction of aceto- and propiophenone oximes with acetylene. Zhurnal Organicheskoi Khimii, 1978. 14 (8): 1733-1736. ISSN: 0514-7492.
- ^ Lincong Sun, Bingxian Liu, Yanlian Zhao, Junbiao Chang, Lingheng Kong, Fen Wang, Wei-Qiao Deng, Xingwei Li. Rhodium( iii )-catalyzed asymmetric [4+1] spiroannulations of O -pivaloyl oximes with α-diazo compounds. Chemical Communications. 2021, 57 (67): 8268–8271 [2021-11-08]. ISSN 1359-7345. doi:10.1039/D1CC02888J (英語).
- ^ Motohiro Akazome, Yasushi Tsuji, Yoshihisa Watanabe. Ruthenium Complex Catalyzed Selective Deoxygenation of Ketoximes to Ketimines. Chemistry Letters. 1990-04, 19 (4): 635–638 [2021-11-08]. ISSN 0366-7022. doi:10.1246/cl.1990.635. (原始內容存檔於2021-11-09) (英語).
- ^ Li-Feng Liu, Hua Liu, Hong-Jun Pi, Shuo Yang, Min Yao, Wenting Du, Wei-Ping Deng. Facile AlCl 3 -Promoted Catalytic Beckmann Rearrangement of Ketoximes. Synthetic Communications. 2011-01-31, 41 (4): 553–560 [2021-11-08]. ISSN 0039-7911. doi:10.1080/00397911003629416 (英語).
- ^ Chennan Ramalingan, Yong-Tae Park. Mercury-Catalyzed Rearrangement of Ketoximes into Amides and Lactams in Acetonitrile. The Journal of Organic Chemistry. 2007-06-01, 72 (12): 4536–4538 [2021-11-08]. ISSN 0022-3263. doi:10.1021/jo070297k. (原始內容存檔於2021-11-09) (英語).
- ^ Kenneth N. Campbell, James F. McKENNA. THE ACTION OF GRIGNARD REAGENTS ON OXIMES. I. THE ACTION OF PHENYLMAGNESIUM BROMIDE ON MIXED KETOXIMES. The Journal of Organic Chemistry. 1939-05, 04 (2): 198–205 [2021-11-08]. ISSN 0022-3263. doi:10.1021/jo01214a012. (原始內容存檔於2021-11-08) (英語).