Novel Strained Alicyclic Hydrocarbons Based on 5-Methylene-2-norbornene

The paper describes the synthesis of novel strained hydrocarbons based on a diene of the norbornene series, namely 5-methylene-2-norbornene, using catalytic cyclopropanation with diazomethane. The study demonstrated the possibility of selective cyclopropanation solely along the endocyclic double bon...

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Bibliographic Details
Published in:Petroleum chemistry 2021-09, Vol.61 (9), p.1033-1039
Main Authors: Zarezin, D. P., Rudakova, M. A., Samoilov, V. O., Sultanova, M. U., Maximov, A. L., Bermeshev, M. V.
Format: Article
Language:English
Subjects:
Alicyclic compounds
Chemical properties
Chemistry
Chemistry and Materials Science
Cyclopropane compounds
Diazomethane
Flux density
Freezing
Hydrocarbons
Industrial Chemistry/Chemical Engineering
Jet engines
Melting points
Methylene
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Summary:The paper describes the synthesis of novel strained hydrocarbons based on a diene of the norbornene series, namely 5-methylene-2-norbornene, using catalytic cyclopropanation with diazomethane. The study demonstrated the possibility of selective cyclopropanation solely along the endocyclic double bond. The physicochemical properties of the hydrocarbons were investigated systematically. These hydrocarbons were shown to have an advantageous combination of high density, low freezing point, and high energy density value. The study’s findings indicate that the compounds synthesized are promising as a component of high-energy-density fuels for modern jet engines.
ISSN:0965-5441
1555-6239
DOI:10.1134/S0965544121090073