2-氰基-3-苯基丙烯酸乙酯

2-氰基-3-苯基丙烯酸乙酯
识别
CAS号	2025-40-3 ; 2169-69-9（E） ; 14533-87-0（Z）
性质
化学式	C12H11NO2
摩尔质量	201.22 g·mol−1
熔点	50—51 °C（323—324 K）
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

2-氰基-3-苯基丙烯酸乙酯是一种有机化合物，化学式为C₁₂H₁₁NO₂。

合成与反应

2-氰基-3-苯基丙烯酸乙酯可由苯甲醛和氰乙酸乙酯在乙醇中反应得到，该反应的动力学研究表明，在氨丙基功能化二氧化硅（APS）催化时，苯甲醛为零级，氰乙酸乙酯为一级。^[3]

它和次氯酸钠反应，可以得到环氧化物（2-氰基-3-苯基环氧丙酸乙酯）。^[4]它在钯催化下加氢，可以得到α-氰基苯丙酸乙酯^[5]；在氯化钴催化下，它可以被硼氢化钠还原为α-羟甲基苯丙腈。^[6]

参考文献

^ Ming Zhang, Ai-Qin Zhang, Zhi-Hong Deng. Two mild methods for synthesis of α,β–unsaturated cyanoesters. Journal of Chemical Research. 2005-01, 2005 (1): 69–70 [2023-02-22]. ISSN 1747-5198. doi:10.3184/0308234053431185. （原始内容存档于2023-02-22）（英语）.
^ Majid M. Heravi, Maryam H. Tehrani, Khadijeh Bakhtiari, Hossein A. Oskooie. A Practical Knoevenagel Condensation Catalysed by Imidazole. Journal of Chemical Research. 2006-09, 2006 (9): 561–562 [2023-02-22]. ISSN 1747-5198. doi:10.3184/030823406778521329. （原始内容存档于2023-02-22）（英语）.
^ Christian P. Haas, Tibor Müllner, Richard Kohns, Dirk Enke, Ulrich Tallarek. High-performance monoliths in heterogeneous catalysis with single-phase liquid flow. Reaction Chemistry & Engineering. 2017, 2 (4): 498–511 [2023-02-22]. ISSN 2058-9883. doi:10.1039/C7RE00042A （英语）.
^ Sara Meninno, Luca Zullo, Jacob Overgaard, Alessandra Lattanzi. Tunable Cinchona -Based Thioureas-Catalysed Asymmetric Epoxidation to Synthetically Important Glycidic Ester Derivatives. Advanced Synthesis & Catalysis. 2017-03-20, 359 (6): 913–918 [2023-02-22]. doi:10.1002/adsc.201700146. （原始内容存档于2023-02-21）（英语）.
^ Ken Motokura, Noriaki Fujita, Kohsuke Mori, Tomoo Mizugaki, Kohki Ebitani, Koichiro Jitsukawa, Kiyotomi Kaneda. Environmentally Friendly One-Pot Synthesis of α-Alkylated Nitriles Using Hydrotalcite-Supported Metal Species as Multifunctional Solid Catalysts. Chemistry - A European Journal. 2006-11-06, 12 (32): 8228–8239 [2023-02-22]. doi:10.1002/chem.200600317 （英语）.
^ Arun Jagdale, Abhimanyu Paraskar, Arumugam Sudalai. Cobalt(II) Chloride Hexahydrate-Diisopropylamine Catalyzed Mild and Chemoselective Reduction of Carboxylic Esters with Sodium Borohydride. Synthesis. 2009-02, 2009 (04): 660–664 [2023-02-22]. ISSN 0039-7881. doi:10.1055/s-0028-1083353. （原始内容存档于2018-06-03）（英语）.

[1] Ming Zhang, Ai-Qin Zhang, Zhi-Hong Deng. Two mild methods for synthesis of α,β–unsaturated cyanoesters. Journal of Chemical Research. 2005-01, 2005 (1): 69–70 [2023-02-22]. ISSN 1747-5198. doi:10.3184/0308234053431185. （原始内容存档于2023-02-22）（英语）.

[2] Majid M. Heravi, Maryam H. Tehrani, Khadijeh Bakhtiari, Hossein A. Oskooie. A Practical Knoevenagel Condensation Catalysed by Imidazole. Journal of Chemical Research. 2006-09, 2006 (9): 561–562 [2023-02-22]. ISSN 1747-5198. doi:10.3184/030823406778521329. （原始内容存档于2023-02-22）（英语）.

[3] Christian P. Haas, Tibor Müllner, Richard Kohns, Dirk Enke, Ulrich Tallarek. High-performance monoliths in heterogeneous catalysis with single-phase liquid flow. Reaction Chemistry & Engineering. 2017, 2 (4): 498–511 [2023-02-22]. ISSN 2058-9883. doi:10.1039/C7RE00042A （英语）.

[4] Sara Meninno, Luca Zullo, Jacob Overgaard, Alessandra Lattanzi. Tunable Cinchona -Based Thioureas-Catalysed Asymmetric Epoxidation to Synthetically Important Glycidic Ester Derivatives. Advanced Synthesis & Catalysis. 2017-03-20, 359 (6): 913–918 [2023-02-22]. doi:10.1002/adsc.201700146. （原始内容存档于2023-02-21）（英语）.

[5] Ken Motokura, Noriaki Fujita, Kohsuke Mori, Tomoo Mizugaki, Kohki Ebitani, Koichiro Jitsukawa, Kiyotomi Kaneda. Environmentally Friendly One-Pot Synthesis of α-Alkylated Nitriles Using Hydrotalcite-Supported Metal Species as Multifunctional Solid Catalysts. Chemistry - A European Journal. 2006-11-06, 12 (32): 8228–8239 [2023-02-22]. doi:10.1002/chem.200600317 （英语）.

[6] Arun Jagdale, Abhimanyu Paraskar, Arumugam Sudalai. Cobalt(II) Chloride Hexahydrate-Diisopropylamine Catalyzed Mild and Chemoselective Reduction of Carboxylic Esters with Sodium Borohydride. Synthesis. 2009-02, 2009 (04): 660–664 [2023-02-22]. ISSN 0039-7881. doi:10.1055/s-0028-1083353. （原始内容存档于2018-06-03）（英语）.

[1]

[2]

[3]

[4]

[5]

[6]