Use of retention increments for identification and correlation of saturated and unsaturated cyclopropane hydrocarbons by means of Kovats Indexes
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ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTUse of retention increments for identification and correlation of saturated and unsaturated cyclopropane hydrocarbons by means of Kovats IndexesGerhard. Schomburg and Gerd. DielmannCite this: Anal. Chem. 1973, 45, 9, 1647–1658Publication Date (Print):August 1, 1973Publication History Published online1 May 2002Published inissue 1 August 1973https://pubs.acs.org/doi/10.1021/ac60331a021https://doi.org/10.1021/ac60331a021research-articleACS PublicationsRequest reuse permissionsArticle Views91Altmetric-Citations17LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InRedditEmail Other access optionsGet e-Alertsclose Get e-AlertsKeywords:
Cyclopropane
Kovats retention index
Identification
Cyclopropane having alkane and alkene properties plays an important role in many reactions and its intermediates. There has been numerous researches done on the reactions of Donor-Acceptor cyclopropane (D-A cyclopropane) (Reisig & Zimmer, 2003), otherwise known as di-activated cyclopropane. However, only a little attention was focused on the chemistry of mono-activated cyclopropane. It is hypothesized that mono-activated cyclopropane can also achieve the same results as that of a di-activated one. This can be actualized by employing a highly ring strain hydrocarbon, and a mono-substituent. With the development of methodology for the mono-activated cyclopropane, simplification to the synthetic steps of complex organic structures can be made. Until now, it can be concluded that SnCl 4 seemed to be a suitable catalyst for this reaction. A good reactive rigid carbonyl cyclopropane may be bicyclo[3.1.0]hexanone while 2,3-dihydropyran is not a good olefin (substrate). Although the development of this methodology is still at its infancy, successful advancement in this area of research will allow us to experiment with the concept on dynamic combinatorial chemistry.
Cyclopropane
Alkene
Dihydropyran
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CONTENTS I. Introduction 419 II. Structure of cyclopropane 419 III. Reactions of cyclopropane and its derivatives with emphasis on the analogy between the three-membered ring and the double bond 426 IV. Conjugation of the three-membered ring with unsaturated groups 431
Cyclopropane
Reactivity
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Cyclopropane
Fluorine
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This chapter contains sections titled: Introduction Bonding in Cyclopropanes Molecular Geometry of Cyclopropane Derivatives Conformation in Substituted Cyclopropanes Ionization Potentials and Spectral Properties of Cyclopropane Derivatives Molar Refractivities and Dipole Moments Other Physical Properties The Cyclopropyl Group as a Substituent Transmission of Resonance Effects by the Cyclopropane Ring Addition Reactions of Cyclopropane Reactions of the CH Bond in Cyclopropane Recent Developments References
Cyclopropane
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This chapter contains sections titled: Introduction Theoretical Studies of the Cyclopropane Cation Radical and the C3H6+˙ Potential Surface C3H6 Cation Radical Species in the Gas Phase Cyclopropane Cation Radical Species in Rigid Systems Cyclopropane Cation Radical Species in Fluid Solution Cycloadditions of Cyclopropanes with Highly Acceptor Substituted Olefins via Electron Transfer Acknowledgment References
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Radical ion
Electron acceptor
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Eight of trans-1,2-bis[2-(5-substituted phenyloxazolyl)]cyclopropane and two of 1,2-bis[2-(5-substituted phenyloxazolyl)]ethane were synthesized. Nine of them are new compounds. Therelationships between the respective structures of these compounds and their corresponding electronicspectra,flourescence quantum yields were discussed. The conjugations between cyclopropane ring andoxazole rings were found and the reason why these compounds have low fluorescence quantum yieldswas explicated.
Cyclopropane
Quantum chemical
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An unexpectedly strong interaction between electrons and closely packed cyclopropane molecules has been discovered through measurement of electron mobilities in the liquid and gas phases. In the low density vapors the mobilities fell in the expected order cyclopropane > propane > propene; at STP they were 9000, 6000, and 2040 cm 2 /V s, respectively. In the liquids the order was propane > propene > cyclopropane; at 273 K the mobilities were 1.4, 0.12, and 0.017 cm 2 /V s, respectively. The abnormally low mobility in liquid cyclopropane is attributed to the formation of transient dimeric anions. The reaction is only significant at densities greater than about 0.4 times the critical density.
Cyclopropane
Propene
Propane
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The carbon-carbon double bond offers a possibility to incorporate a cyclopropane ring into a molecule. The special electronic nature of the cyclopropane ring can significantly change the electronic and biological properties of the new derivatives. Herein we present natural compounds containing a fused cyclopropane ring and natural compounds condensed with a cyclopropane ring synthetically. Keywords: Biological activity, cyclopropanation, cyclopropane ring, natural compounds.
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Abstract 1‐Chloro‐1‐(trichloroethenyl)cyclopropane solvent: 350 mL of dry tetrachloroethylene product: 1‐chloro‐1‐(trichloroethenyl)cyclopropane
Cyclopropane
Tetrachloroethylene
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The cyclopropane ring is a relative newcomer to be recognized in natural products of biological interest, and to be applied synthetically to prospective biologically active compounds. The syntheses of biologically active cyclopropane derivatives have been studied only during the last 25 years. Ideas concerning the biosynthesis of naturally occurring cyclopropane compounds have been formulated still more recently. Although cyclopropane itself has been used as a general anesthetic in the clinic since 1930, more than 30 years passed before the first cyclopropane derivative, trans-2-phenylcyclopropylamine, became available in medicine. A number of cyclopropane fatty acids had turned up as constituents of certain lipids, but their origin and function did not become understood until much later. These slow developments contrast with the high level of activity in the purely chemical study of cyclopropane and its derivatives. Here the formation of such compounds from olefins or by photochemical reactions, and their ability to rearrange, have had high priority among organic chemists. Kinetic, theoretical, orbital-overlap, and bond-strain studies have also received considerably more attention than medicinal and biological investigations.
Cyclopropane
Ring strain
Derivative (finance)
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