ŠIMBERA, Jan, Richard ŠEVČÍK and Pavel PAZDERA. New one-pot methods for preparation of cyclohexanecarbonitrile – Green Chemistry metrics evaluation for one-pot and similar multi-step syntheses. Green and Sustainable Chemistry. Delaware, USA: Scientific Research Publishing, 2014, vol. 2014, No 4, p. 70-79. ISSN 2160-6951. Available from: https://dx.doi.org/10.4236/gsc.2014.42011.
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Basic information
Original name New one-pot methods for preparation of cyclohexanecarbonitrile – Green Chemistry metrics evaluation for one-pot and similar multi-step syntheses
Authors ŠIMBERA, Jan (203 Czech Republic, belonging to the institution), Richard ŠEVČÍK (203 Czech Republic, belonging to the institution) and Pavel PAZDERA (203 Czech Republic, guarantor, belonging to the institution).
Edition Green and Sustainable Chemistry, Delaware, USA, Scientific Research Publishing, 2014, 2160-6951.
Other information
Original language English
Type of outcome Article in a journal
Field of Study 10401 Organic chemistry
Country of publisher United States of America
Confidentiality degree is not subject to a state or trade secret
WWW URL
RIV identification code RIV/00216224:14310/14:00074529
Organization unit Faculty of Science
Doi http://dx.doi.org/10.4236/gsc.2014.42011
Keywords (in Czech) Cyclohexanecarbonitrile; One-Pot Synthesis; EcoScale; EATOS; SIS; Synthesis of Organic Molecules; Catalysis; Green and Sustainable Chemistry; Waste Management AT SOURCE.
Keywords in English Cyclohexanecarbonitrile; One-Pot Synthesis; EcoScale; EATOS; SIS; Synthesis of Organic Molecules; Catalysis; Green and Sustainable Chemistry; Waste Management AT SOURCE.
Tags AKR, rivok
Tags International impact, Reviewed
Changed by Changed by: RNDr. Richard Ševčík, Ph.D., učo 21786. Changed: 13/3/2018 11:00.
Abstract
Three new multi-step one-pot processes for high-yielding cyclohexanecarbonitrile synthesis starting from cyclohexanone were developed for industrial application. In contrast to the current synthetic process all of the processes described were designed to proceed completely in methanol as a uniform solvent and the key oxidation step can be realized either as stoichiometric or catalytic. Atom efficiency of processes is rel-atively advanced with high regioselectivity, reaction by-products are either from environmental pool – carbon dioxide and nitrogen or they can be reused – sodium chloride. Solvent – methanol and other aux-iliaries – cyclohexane, copper catalyst can be reused after recycling as well. EcoScale for all three designed processes was evaluated and compared with current synthesis described in the past. Green chemistry metrics, including newly introduced evaluative tool – Sustainability Index of the Synthesis (SIS), were applied to evaluate design of described one-pot syntheses.
Links
2A-1TP1/090, research and development projectName: Nové katalyzátory a činidla pro udržitelné zelené syntézy a kombinatoriální syntézy.
Investor: Ministry of Industry and Trade of the CR, New catalysts and reagents for sustainable green syntheses and combinatorial syntheses
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