3-氯苯甲腈

3-氯苯甲腈
別名	間氯苯甲腈
識別
CAS號	766-84-7
PubChem	13015
ChemSpider	12474
SMILES	C1=CC(=CC(=C1)Cl)C#N;
性質
化學式	C7H4ClN
摩爾質量	137.57 g·mol−1
熔點	40—41 °C（313—314 K）
危險性
	GHS危險性符號;
GHS提示詞	Danger
H-術語	H302, H312, H319
P-術語	P264, P270, P273, P280, P301+312, P302+352, P305+351+338, P312, P322, P330, P337+313, P361, P363, P405
	若非註明，所有數據均出自標準狀態（25 ℃，100 kPa）下。

3-氯苯甲腈是一種有機化合物，化學式為ClC₆H₄CN，它是氯苯甲腈的三種同分異構體之一。

合成與反應

通常芳香腈是由氨氧化反應產生的。^[2]3-氯苯甲腈可由3-氯苯甲醛和鹽酸羥胺在催化下於100 °C甲苯中反應製得^[3]，或由3-氯苄胺和碘在乙酸銨水溶液中加熱反應製得。^[4]

在銅納米顆粒催化下，它被硼氫化鈉還原，可以得到3-氯苄胺。^[5]一些釕催化劑也能催化它在水中水解，得到3-氯苯甲酰胺。^[6]

參考文獻

^ Takashi Keumi, Masakazu Shimada, Toshio Morita, Hidehiko Kitajima. 2-(Trifluoroacetyloxy)pyridine as a Mild Trifluoroacetylating Reagent of Amines and Alcohols. Bulletin of the Chemical Society of Japan. 1990-08, 63 (8): 2252–2256 [2021-12-20]. ISSN 0009-2673. doi:10.1246/bcsj.63.2252. （原始內容存檔於2021-12-20）（英語）.
^ Pollak, Peter; Romeder, Gérard; Hagedorn, Ferdinand; Gelbke, Heinz-Peter, Nitriles, Ullmann's Encyclopedia of Industrial Chemistry, Weinheim: Wiley-VCH, 2005, doi:10.1002/14356007.a17_363
^ Stephan Enthaler, Maik Weidauer, Fanny Schröder. Straightforward zinc-catalyzed transformation of aldehydes and hydroxylamine hydrochloride to nitriles. Tetrahedron Letters. 2012-02, 53 (7): 882–885 [2021-12-20]. doi:10.1016/j.tetlet.2011.12.036. （原始內容存檔於2018-06-13）（英語）.
^ Yiming Ren, Shuo Jin. Molecular iodine/aqueous NH4OAc: a green reaction system for direct oxidative synthesis of nitriles from amines. Journal of Advanced Oxidation Technologies. 2017-01-01, 20 (1) [2021-12-20]. ISSN 2371-1175. doi:10.1515/jaots-2016-0175. （原始內容存檔於2022-03-28）.
^ Asghar Zamani, Ahmad Poursattar Marjani, Abbas Nikoo, Mojtaba Heidarpour, Ahmad Dehghan. Synthesis and characterization of copper nanoparticles on walnut shell for catalytic reduction and C-C coupling reaction. Inorganic and Nano-Metal Chemistry. 2018-03-04, 48 (3): 176–181 [2021-12-20]. ISSN 2470-1556. doi:10.1080/24701556.2018.1503676. （原始內容存檔於2022-02-10）（英語）.
^ Victorio Cadierno, Javier Francos, José Gimeno. Selective Ruthenium-Catalyzed Hydration of Nitriles to Amides in Pure Aqueous Medium Under Neutral Conditions. Chemistry - A European Journal. 2008-07-28, 14 (22): 6601–6605 [2021-12-20]. doi:10.1002/chem.200800847 （英語）.

[1] Takashi Keumi, Masakazu Shimada, Toshio Morita, Hidehiko Kitajima. 2-(Trifluoroacetyloxy)pyridine as a Mild Trifluoroacetylating Reagent of Amines and Alcohols. Bulletin of the Chemical Society of Japan. 1990-08, 63 (8): 2252–2256 [2021-12-20]. ISSN 0009-2673. doi:10.1246/bcsj.63.2252. （原始內容存檔於2021-12-20）（英語）.

[2] Pollak, Peter; Romeder, Gérard; Hagedorn, Ferdinand; Gelbke, Heinz-Peter, Nitriles, Ullmann's Encyclopedia of Industrial Chemistry, Weinheim: Wiley-VCH, 2005, doi:10.1002/14356007.a17_363

[3] Stephan Enthaler, Maik Weidauer, Fanny Schröder. Straightforward zinc-catalyzed transformation of aldehydes and hydroxylamine hydrochloride to nitriles. Tetrahedron Letters. 2012-02, 53 (7): 882–885 [2021-12-20]. doi:10.1016/j.tetlet.2011.12.036. （原始內容存檔於2018-06-13）（英語）.

[4] Yiming Ren, Shuo Jin. Molecular iodine/aqueous NH4OAc: a green reaction system for direct oxidative synthesis of nitriles from amines. Journal of Advanced Oxidation Technologies. 2017-01-01, 20 (1) [2021-12-20]. ISSN 2371-1175. doi:10.1515/jaots-2016-0175. （原始內容存檔於2022-03-28）.

[5] Asghar Zamani, Ahmad Poursattar Marjani, Abbas Nikoo, Mojtaba Heidarpour, Ahmad Dehghan. Synthesis and characterization of copper nanoparticles on walnut shell for catalytic reduction and C-C coupling reaction. Inorganic and Nano-Metal Chemistry. 2018-03-04, 48 (3): 176–181 [2021-12-20]. ISSN 2470-1556. doi:10.1080/24701556.2018.1503676. （原始內容存檔於2022-02-10）（英語）.

[6] Victorio Cadierno, Javier Francos, José Gimeno. Selective Ruthenium-Catalyzed Hydration of Nitriles to Amides in Pure Aqueous Medium Under Neutral Conditions. Chemistry - A European Journal. 2008-07-28, 14 (22): 6601–6605 [2021-12-20]. doi:10.1002/chem.200800847 （英語）.

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