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Theoretical investigation of the mechanism, chemo- and stereospecifity in the epoxidation reaction of limonene with meta-chloroperoxybenzoic acid (m-CPBA)


 
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1. Title Title of document Theoretical investigation of the mechanism, chemo- and stereospecifity in the epoxidation reaction of limonene with meta-chloroperoxybenzoic acid (m-CPBA)
 
2. Creator Author's name, affiliation, country Abdellah ZEROUAL; Laboratory of Physical Chemistry, Department of Chemistry, Faculty of Science Chouaib Doukkali University, EL Jadida, Morocco.; Morocco
 
3. Subject Discipline(s)
 
3. Subject Keyword(s) B3LYP/6-311(d,p); Limonene; DFT; Epoxidation; meta-Chloroperoxybenzoic Acid.
 
4. Description Abstract

The epoxidation of limonene 1 with m-CPBA has been examined within the MEDT at the B3LYP/6-311(d,p) computational level. The chemo- and stereoisomeric reaction paths involving the two C=C double bonds of limonene have been scrutinized. DFT computations account for the high chemospecifity involving the C1=C2 double bond and the stereospecifity, in complete conformity with the experimental results. An ELF analysis of the epoxidation shows the formation of the epoxide ring taking place of the two new C-O single bonds is somewhat asynchronous.

 
5. Publisher Organizing agency, location
 
6. Contributor Sponsor(s)
 
7. Date (YYYY-MM-DD) 14-02-2021
 
8. Type Status & genre Peer-reviewed Article
 
8. Type Type
 
9. Format File format PDF
 
10. Identifier Uniform Resource Identifier https://revues.imist.ma/index.php/morjchem/article/view/20462
 
10. Identifier Digital Object Identifier (DOI) https://doi.org/10.48317/IMIST.PRSM/morjchem-v9i1.20462
 
11. Source Title; vol., no. (year) Moroccan Journal of Chemistry; Vol 9, No 1 (2021)
 
12. Language English=en en
 
13. Relation Supp. Files
 
14. Coverage Geo-spatial location, chronological period, research sample (gender, age, etc.)
 
15. Rights Copyright and permissions Copyright (c) 2020 Moroccan Journal of Chemistry