Ozonation of Decalin as a Model Saturated Cyclic Molecule: A Spectroscopic Study.

carboxylic acids decalin decomposition ozonolysis

Journal

Molecules (Basel, Switzerland)
ISSN: 1420-3049
Titre abrégé: Molecules
Pays: Switzerland
ID NLM: 100964009

Informations de publication

Date de publication:
13 Sep 2021
Historique:
received: 04 08 2021
revised: 07 09 2021
accepted: 11 09 2021
entrez: 28 9 2021
pubmed: 29 9 2021
medline: 29 9 2021
Statut: epublish

Résumé

Ozonolysis is used for oxidation of a model cyclic molecule-decalin, which may be considered as an analog of saturated cyclic molecules present in heavy oil. The conversion of decalin exceeds 50% with the highest yield of formation of acids about 15-17%. Carboxylic acids, ketones/aldehydes, and alcohols are produced as intermediate products. The methods of UV-visible, transmission IR, attenuated total reflection IR-spectroscopy, NMR and mass-spectrometry were used to identify reaction products and unravel a possible reaction mechanism. The key stage of the process is undoubtedly the activation of the first C-H bond and the formation of peroxide radicals.

Identifiants

pubmed: 34577038
pii: molecules26185565
doi: 10.3390/molecules26185565
pmc: PMC8469405
pii:
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Subventions

Organisme : Ministry of Science and Higher Education of the Russian Federation
ID : 075-15-2021-591

Références

Spectrochim Acta A Mol Biomol Spectrosc. 2019 Jun 15;217:39-43
pubmed: 30927569

Auteurs

Boris G Ershov (BG)

A.N. Frumkin Institute of Physical Chemistry and Electrochemistry RAS, 31 Leninsky Prospect, bldg. 4, 119071 Moscow, Russia.

Nadezhda M Panich (NM)

A.N. Frumkin Institute of Physical Chemistry and Electrochemistry RAS, 31 Leninsky Prospect, bldg. 4, 119071 Moscow, Russia.

Gennadii L Bykov (GL)

A.N. Frumkin Institute of Physical Chemistry and Electrochemistry RAS, 31 Leninsky Prospect, bldg. 4, 119071 Moscow, Russia.

Alexander L Kustov (AL)

N.D. Zelinsky Institute of Organic Chemistry RAS, 47 Leninsky prosp., 119991 Moscow, Russia.
Institute of Ecotechnologies and Engineering, National University of Science and Technology MISiS, 4 Leninsky prosp., 119049 Moscow, Russia.
Chemistry Department, Moscow State University, 1 Leninskie Gory, bldg. 3, 119991 Moscow, Russia.

Vladimir G Krasovskiy (VG)

N.D. Zelinsky Institute of Organic Chemistry RAS, 47 Leninsky prosp., 119991 Moscow, Russia.

Leonid M Kustov (LM)

N.D. Zelinsky Institute of Organic Chemistry RAS, 47 Leninsky prosp., 119991 Moscow, Russia.
Institute of Ecotechnologies and Engineering, National University of Science and Technology MISiS, 4 Leninsky prosp., 119049 Moscow, Russia.
Chemistry Department, Moscow State University, 1 Leninskie Gory, bldg. 3, 119991 Moscow, Russia.

Classifications MeSH