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  • Gas chromatographic measurements of the retention times of alkyl naphthalenes on packed columns with polar and non-polar stationary phases have proven that the logarithm of the relative retention time increases bi-linearly (not linearly) with the number of carbon atoms in a molecule. This is caused by a strong inclination of alkyl side chains toward intramolecular cyclization. A FTIR spectral analysis has shown that longer alkyl side chains of alkyl naphthalenes are cyclized through an interaction between the terminal CH3 group and the aromatic ring. Conventional aromatic-aliphatic molecules thus become new molecules with quasi-alicyclic rings. This, however, alters the effect of non-covalent van der Waals attractive forces both inside and outside the molecules, which is reflected in an exponential increase of the retention times of alkyl naphthalenes with a side chain longer than propyl and in the bi-linearity of the logarithmic dependence of the relative retention times on the number of carbons in the molecule.
  • Gas chromatographic measurements of the retention times of alkyl naphthalenes on packed columns with polar and non-polar stationary phases have proven that the logarithm of the relative retention time increases bi-linearly (not linearly) with the number of carbon atoms in a molecule. This is caused by a strong inclination of alkyl side chains toward intramolecular cyclization. A FTIR spectral analysis has shown that longer alkyl side chains of alkyl naphthalenes are cyclized through an interaction between the terminal CH3 group and the aromatic ring. Conventional aromatic-aliphatic molecules thus become new molecules with quasi-alicyclic rings. This, however, alters the effect of non-covalent van der Waals attractive forces both inside and outside the molecules, which is reflected in an exponential increase of the retention times of alkyl naphthalenes with a side chain longer than propyl and in the bi-linearity of the logarithmic dependence of the relative retention times on the number of carbons in the molecule. (en)
Title
  • The Cyclization of AlkylSide Chains of Naphthalenes: The GC/Potentila Energies/FTIR Approach
  • The Cyclization of AlkylSide Chains of Naphthalenes: The GC/Potentila Energies/FTIR Approach (en)
skos:prefLabel
  • The Cyclization of AlkylSide Chains of Naphthalenes: The GC/Potentila Energies/FTIR Approach
  • The Cyclization of AlkylSide Chains of Naphthalenes: The GC/Potentila Energies/FTIR Approach (en)
skos:notation
  • RIV/60461373:22810/14:43897236!RIV15-MSM-22810___
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • N
http://linked.open...iv/cisloPeriodika
  • 5
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http://linked.open...aciTvurceVysledku
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http://linked.open...iv/duvernostUdaju
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http://linked.open...dnocenehoVysledku
  • 9514
http://linked.open...ai/riv/idVysledku
  • RIV/60461373:22810/14:43897236
http://linked.open...riv/jazykVysledku
http://linked.open.../riv/klicovaSlova
  • Alkyl Naphtalenes, Retention Times, Molecular Mechanics, van der Waals Forces (en)
http://linked.open.../riv/klicoveSlovo
http://linked.open...odStatuVydavatele
  • US - Spojené státy americké
http://linked.open...ontrolniKodProRIV
  • [B2A011C2FBA8]
http://linked.open...i/riv/nazevZdroje
  • American Journal of Analytical chemistry
http://linked.open...in/vavai/riv/obor
http://linked.open...ichTvurcuVysledku
http://linked.open...cetTvurcuVysledku
http://linked.open...UplatneniVysledku
http://linked.open...v/svazekPeriodika
  • 2014
http://linked.open...iv/tvurceVysledku
  • Bičáková, Olga
  • Buryan, Petr
  • Novotná, Miroslava
  • Straka, Pavel
issn
  • 2156-8251
number of pages
http://localhost/t...ganizacniJednotka
  • 22810
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