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Statements

Subject Item
n2:RIV%2F67985858%3A_____%2F11%3A00369888%21RIV12-AV0-67985858
rdf:type
n6:Vysledek skos:Concept
dcterms:description
Perfluoroalkyl tetramethylcyclopentenols (alkyl = n-butyl, n-hexyl, n-octyl) were dehydrated to a complex mixture of endo, endo-(perfluoroalkyl) tetramethyl-cyclopentadienes and their endo-, exo-isomers. It was found in preliminary screening experiments that the best reagent for this transformation, giving an 89% yield of isomeric product mixture, was P2O5 in benzene at 80-90 °C. Products were characterized on the basis of their mass spectra and retention time information, and some peaks in the mass spectra were identified from their molecular fragments. Structures were assigned to the three most abundant products of (perfluorohexyl)tetramethylcyclopentenol dehydration. Formal dehydration kinetics showed a second order reaction in benzene but zeroth order with induction period in chlorobenzene, suggesting mass transfer limitations in the more polar chlorobenzene. Some of the products were formed by consecutive isomerization of the others, as shown by the kinetic analysis. Perfluoroalkyl tetramethylcyclopentenols (alkyl = n-butyl, n-hexyl, n-octyl) were dehydrated to a complex mixture of endo, endo-(perfluoroalkyl) tetramethyl-cyclopentadienes and their endo-, exo-isomers. It was found in preliminary screening experiments that the best reagent for this transformation, giving an 89% yield of isomeric product mixture, was P2O5 in benzene at 80-90 °C. Products were characterized on the basis of their mass spectra and retention time information, and some peaks in the mass spectra were identified from their molecular fragments. Structures were assigned to the three most abundant products of (perfluorohexyl)tetramethylcyclopentenol dehydration. Formal dehydration kinetics showed a second order reaction in benzene but zeroth order with induction period in chlorobenzene, suggesting mass transfer limitations in the more polar chlorobenzene. Some of the products were formed by consecutive isomerization of the others, as shown by the kinetic analysis.
dcterms:title
Dehydration of (Perfluoroalkyl)tetramethylcyclopentenols Dehydration of (Perfluoroalkyl)tetramethylcyclopentenols
skos:prefLabel
Dehydration of (Perfluoroalkyl)tetramethylcyclopentenols Dehydration of (Perfluoroalkyl)tetramethylcyclopentenols
skos:notation
RIV/67985858:_____/11:00369888!RIV12-AV0-67985858
n6:predkladatel
n7:ico%3A67985858
n3:aktivita
n16:I n16:P n16:Z
n3:aktivity
I, P(IAA4072203), P(LC06070), Z(AV0Z40720504)
n3:cisloPeriodika
5
n3:dodaniDat
n13:2012
n3:domaciTvurceVysledku
n17:7290322 n17:5776651 n17:1437380
n3:druhVysledku
n15:J
n3:duvernostUdaju
n20:S
n3:entitaPredkladatele
n4:predkladatel
n3:idSjednocenehoVysledku
193168
n3:idVysledku
RIV/67985858:_____/11:00369888
n3:jazykVysledku
n14:eng
n3:klicovaSlova
dehydration; fluorous cyclopentadienes; cyclopentenols
n3:klicoveSlovo
n9:dehydration n9:cyclopentenols n9:fluorous%20cyclopentadienes
n3:kodStatuVydavatele
CH - Švýcarská konfederace
n3:kontrolniKodProRIV
[607391BA3D44]
n3:nazevZdroje
Molecules
n3:obor
n12:CC
n3:pocetDomacichTvurcuVysledku
3
n3:pocetTvurcuVysledku
4
n3:projekt
n11:IAA4072203 n11:LC06070
n3:rokUplatneniVysledku
n13:2011
n3:svazekPeriodika
16
n3:tvurceVysledku
Nguyen Thi, T. H. Včelák, Jaroslav Krupková, Alena Čermák, Jan
n3:wos
000290955800041
n3:zamer
n18:AV0Z40720504
s:issn
1420-3049
s:numberOfPages
14
n8:doi
10.3390/molecules16054031