3-Chlorobenzonitrile Explained

3-Chlorobenzonitrile is an organic compound with the chemical formula ClC₆H₄CN. It is one of the isomers of chlorobenzonitrile.

Preparation and reactions

Typically, aryl nitriles are produced by ammoxidation.3-Chlorobenzonitrile can also be produced by dehydration of the aldoxime of 3-chlorobenzaldehyde.^[1] It can also be produced by heating 3-chlorobenzylamine and iodine in ammonium acetate aqueous solution.^[2]

In the presence of copper nanoparticles, 3-chlorobenzonitrile can be reduced by sodium borohydride to 3-chlorobenzylamine.^[3] Some ruthenium catalyzers can catalysis the hydrolysis of 3-chlorobenzonitrile to form 3-chlorobenzamide.^[4]

References

1. Tetrahedron Letters. 53. 7. en. February 2012. 882–885. 10.1016/j.tetlet.2011.12.036. Straightforward zinc-catalyzed transformation of aldehydes and hydroxylamine hydrochloride to nitriles. 2021-12-20 . Stephan Enthaler . Maik Weidauer . Fanny Schröder.
2. Journal of Advanced Oxidation Technologies. 20. 1. 2371-1175. 2017-01-01. 10.1515/jaots-2016-0175. Molecular iodine/aqueous NH4OAc: a green reaction system for direct oxidative synthesis of nitriles from amines. 2021-12-20 . Yiming Ren . Shuo Jin . 99163202 .
3. Inorganic and Nano-Metal Chemistry. 48. 3. en. 2470-1556. 2018-03-04. 176–181. 10.1080/24701556.2018.1503676. Synthesis and characterization of copper nanoparticles on walnut shell for catalytic reduction and C-C coupling reaction. 2021-12-20 . Asghar Zamani . Ahmad Poursattar Marjani . Abbas Nikoo . Mojtaba Heidarpour . Ahmad Dehghan . 140005906 .
4. Chemistry - A European Journal. 14. 22. en. 2008-07-28. 6601–6605. 10.1002/chem.200800847. Selective Ruthenium-Catalyzed Hydration of Nitriles to Amides in Pure Aqueous Medium Under Neutral Conditions. 2021-12-20 . Victorio Cadierno . Javier Francos . José Gimeno . 18567025 .