The process is catalyzed by Pd[C6H4(CH2PBu-t)2]2. Under similar conditions, other Pd-diphosphines catalyze formation of polyethyleneketone.
Methyl propionate ester is a precursor to methyl methacrylate, which is used in plastics and adhesives.[2]
Carboalkoxylation has been incorporated into various telomerization schemes. For example carboalkoxylation has been coupled with the dimerization of 1,3-butadiene. This step produces a doubly unsaturated C9-ester:[3][4]
2CH2=CH-CH=CH2 + CO + CH3OH → CH2=CH(CH2)3CH=CHCH2CO2CH3
Hydroesterificationedit
Related to carboalkoxylation is hydroesterification, the insertion of alkenes and alkynes into the H-O bond of carboxylic acids. Vinyl acetate is produced industrially by the addition of acetic acid to acetylene in the presence of zinc acetate catalysts:[5] Presently, zinc acetate is used as the catalyst:
CH3CO2H + C2H2 → CH3CO2CHCH2
Referencesedit
^Ahmad, Shahbaz; Bühl, Michael (2021-08-04). "Computational modelling of Pd-catalysed alkoxycarbonylation of alkenes and alkynes". Physical Chemistry Chemical Physics. 23 (30): 15869–15880. Bibcode:2021PCCP...2315869A. doi:10.1039/D1CP02426D. hdl:10023/23678. ISSN 1463-9084. PMID 34318843. S2CID 236472958.
^Scott D. Barnicki (2012). "Synthetic Organic Chemicals". In James A. Kent (ed.). Handbook of Industrial Chemistry and Biotechnology (12th ed.). New York: Springer. ISBN978-1-4614-4259-2.
carboalkoxylation, industrial, chemistry, carboalkoxylation, process, converting, alkenes, esters, this, reaction, form, carbonylation, closely, related, reaction, hydrocarboxylation, which, employs, water, place, alcoholsa, commercial, application, carbometho. In industrial chemistry carboalkoxylation is a process for converting alkenes to esters This reaction is a form of carbonylation A closely related reaction is hydrocarboxylation which employs water in place of alcoholsA commercial application is the carbomethoxylation of ethylene to give methyl propionate 1 C2H4 CO MeOH MeO2CC2H5The process is catalyzed by Pd C6H4 CH2PBu t 2 2 Under similar conditions other Pd diphosphines catalyze formation of polyethyleneketone Methyl propionate ester is a precursor to methyl methacrylate which is used in plastics and adhesives 2 Carboalkoxylation has been incorporated into various telomerization schemes For example carboalkoxylation has been coupled with the dimerization of 1 3 butadiene This step produces a doubly unsaturated C9 ester 3 4 2 CH2 CH CH CH2 CO CH3OH CH2 CH CH2 3CH CHCH2CO2CH3Hydroesterification editRelated to carboalkoxylation is hydroesterification the insertion of alkenes and alkynes into the H O bond of carboxylic acids Vinyl acetate is produced industrially by the addition of acetic acid to acetylene in the presence of zinc acetate catalysts 5 Presently zinc acetate is used as the catalyst CH3CO2H C2H2 CH3CO2CHCH2References edit Ahmad Shahbaz Buhl Michael 2021 08 04 Computational modelling of Pd catalysed alkoxycarbonylation of alkenes and alkynes Physical Chemistry Chemical Physics 23 30 15869 15880 Bibcode 2021PCCP 2315869A doi 10 1039 D1CP02426D hdl 10023 23678 ISSN 1463 9084 PMID 34318843 S2CID 236472958 Scott D Barnicki 2012 Synthetic Organic Chemicals In James A Kent ed Handbook of Industrial Chemistry and Biotechnology 12th ed New York Springer ISBN 978 1 4614 4259 2 J Grub E Loser 2012 Butadiene Ullmann s Encyclopedia of Industrial Chemistry Weinheim Wiley VCH doi 10 1002 14356007 a04 431 pub2 ISBN 978 3527306732 Kiss Gabor 2001 Palladium Catalyzed Reppe Carbonylation Chemical Reviews 101 11 3435 3456 doi 10 1021 cr010328q PMID 11840990 Bienewald Frank Leibold Edgar Tuzina Pavel Roscher Gunter 2019 Vinyl Esters Ullmann s Encyclopedia of Industrial Chemistry Weinheim Wiley VCH pp 1 16 doi 10 1002 14356007 a27 419 pub2 ISBN 978 3527306732 Retrieved from https en wikipedia org w index php title Carboalkoxylation amp oldid 1193511580, wikipedia, wiki, book, books, library,
