3-氯苯甲腈
外观
3-氯苯甲腈 | |
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别名 | 间氯苯甲腈 |
识别 | |
CAS号 | 766-84-7 ![]() |
PubChem | 13015 |
ChemSpider | 12474 |
SMILES |
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性质 | |
化学式 | C7H4ClN |
摩尔质量 | 137.57 g·mol−1 |
熔点 | 40—41 °C(313—314 K)[1] |
危险性 | |
GHS危险性符号![]() ![]() | |
GHS提示词 | Danger |
H-术语 | H302, H312, H319 |
P-术语 | P264, P270, P273, P280, P301+312, P302+352, P305+351+338, P312, P322, P330, P337+313, P361, P363, P405 |
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。 |
3-氯苯甲腈是一种有机化合物,化学式为ClC6H4CN,它是氯苯甲腈的三种同分异构体之一。
合成与反应
[编辑]通常芳香腈是由氨氧化反应产生的。[2]3-氯苯甲腈可由3-氯苯甲醛和盐酸羟胺在催化下于100 °C甲苯中反应制得[3],或由3-氯苄胺和碘在乙酸铵水溶液中加热反应制得。[4]
在铜纳米颗粒催化下,它被硼氢化钠还原,可以得到3-氯苄胺。[5]一些钌催化剂也能催化它在水中水解,得到3-氯苯甲酰胺。[6]
参考文献
[编辑]- ^ 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. (原始内容存档于2021-12-20) (英语).
- ^ 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. (原始内容存档于2018-06-13) (英语).
- ^ 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. (原始内容存档于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. (原始内容存档于2022-02-10) (英语).
- ^ 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 (英语).