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  • 1
    Electronic Resource
    Electronic Resource
    Studies in mass spectrometry. III - formation of a common intermediate in the primary fragmentation process of 1-phenylcyclobutene and of 2-phenyl-1,3-butadiene (1975)
    Chichester : Wiley-Blackwell
    Biological Mass Spectrometry 10 (1975), S. 935-945 
    Details
    ISSN: 0030-493X
    Keywords: Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The mass spectra of the title compounds show peaks corresponding to the primary fragmentation of H, CH3 and (H2 + C2H2). Kinetic study suggests that the molecular ion of 1-phenylcyclobutene and 2-phenyl-1,3-butadiene loses H and CH3 through formation of a common intermediate. This is confirmed by appearance potential and ionisation potential measurements, fragmentation of deuterium labelled compounds and the corrected Z values.
    Additional Material: 5 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/oms.1210101104
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  • 2
    Electronic Resource
    Electronic Resource
    Studies in mass spectrometry. IV - Fragmentation of aryltriflates. Substituent effects on [ArO]+ ion abundances: Looking for a best suited electron energy in the steady state approach. Experimental evidence for the ‘through bond’ stabilization of aryl cations by meta electron donor Substituents (1977)
    Chichester : Wiley-Blackwell
    Biological Mass Spectrometry 12 (1977), S. 479-487 
    Details
    ISSN: 0030-493X
    Keywords: Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The fragmentation patterns of 24 substituted phenyltrifluoromethanesulfonates has been determined by exact mass and metastable transition measurements. The influence of the ring substituent(s) on the abundance of the [ArO]+ ions has been investigated at low energies and a new standard parameter for plotting against Hammett's ó constants is proposed. The direct loss of CF3SO3 from the molecular ion of 3,5-(diisopropyl)-phenyl-, 3,5-(dicyclopropyl)phenyl- and 3,5-di(α-methylcyclopropyl)-phenyl-methanesulfonate, and further observations on the fragmentation processes of these compounds are consistent with M.O. calculations on the ‘through bond’ stabilization of the [Ar]+ σ state by meta electron donor substituents.
    Additional Material: 6 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/oms.1210120802
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  • 3
    Electronic Resource
    Electronic Resource
    Transanulare Umlagerungen von Cyclodecinylderivaten (1972)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 105 (1972), S. 421-433 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Transanular Rearrangements of Cyclodecynyl Derivatives5-Cyclodecyn-1-yl P-nitrobenzoate (1c) solvolyses in aqueous ethanol with transanular participation of the triple bond about 20 times faster than cis-5-cyclodecen-1-yl p-nitrobenzoate (6). The only product of the reaction is 1-oxodecaline (5). The high tendency of rearrangement of cyclodecynyl derivatives can also be shown in various other reactions: 5-Cyclodecyn-1-ol (1b) in ethanolic hydrochloric acid is quantitatively isomerized to 5; treatment of 5-cyclodecyn-1-ylamine (1d) with nitrous acid also results in partial rearrangement to 5. 5-Cyclodecyn-1-one (4) is rearranged with mineral acids as well as with boron trifluoride to 1-oxo-4a(8a)-octaline (14). Similar experiments with 1-methyl-5-heptyn-1-yl compounds (7) are reported.
    Notes: Cyclodecin-(5)-yl-[p-nitro-benzoat] (1c) solvolysiert in wäßr. Äthanol unter transanularer Beteiligung der Dreifachbindung etwa 20mal schneller als cis-Cyclodecen-(5)-yl-[p-nitro-benzoat] (6). Als einziges Reaktionsprodukt wird 1-Oxo-decalin (5) erhalten. Die hohe Umlagerungstendenz von Cyclodecinylderivaten wird auch an verschiedenen anderen Reaktionen nachgewiesen: Cyclodecin-(5)-ol-(1) (1b) wird mit äthanol. Salzsäure quantitativ zu 5 isomerisiert, Cyclodecin-(5)-yl-amin (1d) reagiert mit salpetriger Säure unter teilweiser Umlagerung ebenfalls zu 5. Cyclodecin-(5)-on-(1) (4) wird mit Mineralsäuren sowie mit Bortrifluorid in 1-Oxo-Δ4a(8a)-octalin (14) umgelagert. Über vergleichende Versuche an 1-Methylheptin-(5)-yl-Verbindungen (7) wird berichtet.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19721050207
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  • 4
    Electronic Resource
    Electronic Resource
    Vinylkationen, VIII1) Solvolyse von (α-Brombenzyliden)cyclopropan und 1-Brom-2-phenyl-1-cyclobuten (1973)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1973 (1973), S. 419-431 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Vinyl Cations VIII1).  -  Solvolysis of (α-Bromobenzylidene)cyclopropane and 1-Bromo-2-phenyl-1-cyclobutene(α-Bromobenzylidene)cyclopropane (7) and 1-Bromo-2-phenyl-1-cyclobutene (8) were synthesized and their solvolysis reactions studied in different solvents. Under the conditions used compound 7 reacts preferentially to form cyclopropyl phenyl ketone (15). Compound 8 yields the same ketone 15 by rearrangement. From the solvolysis products and the relatively high reaction rates it is concluded that both bromides react via a vinyl-cation mechanism.
    Notes: (α-Brombenzyliden)cyclopropan (7) und 1-Brom-2-phenyl-1-cyclobuten (8) werden dargestellt und ihre Solvolysereaktionen in verschiedenen Lösungsmitteln untersucht. Verbindung 7 reagiert dabei bevorzugt unter Bildung von Cyclopropylphenylketon (15), aus 8 wird unter Umlagerung ebenfalls das Keton 15 erhalten. Aus den Solvolyseprodukten und den vergleichsweise hohen Solvolysegeschwindigkeiten wird geschlossen, daß beide Bromide über einen Vinylkationenmechanismus solvolysieren.
    Additional Material: 4 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.197319730308
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  • 5
    Electronic Resource
    Electronic Resource
    Studies in mass spectrometry. I - Common intermediates in the fragmentation of isomeric compounds under electron-impact (1975)
    Chichester : Wiley-Blackwell
    Biological Mass Spectrometry 10 (1975), S. 81-88 
    Details
    ISSN: 0030-493X
    Keywords: Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: In the particular case where a specific ion [c]+· is generated with different internal energy, the variation of Z(E) = [(f)+]/[(c)+·] vs energy of the electron beam is discussed in relation to the P(Ei) and k(Ei) functions which describe the decay process [c]+· → [f]+. Qualitative application to seven isomeric hydrocarbons suggests that, among these isomers, two pairs might rearrange to a common intermediate before fragmentation occurs. It is found that in such cases the curves Z = f(E) for a given fragmentation are not superimposable but parallel, as suggested by theoretical considerations.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/oms.1210100202
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  • 6
    Electronic Resource
    Electronic Resource
    Studies in mass spectrometry. II - A common intermediate in the primary fragmentation process of α-phenylmethylenecylopropane (1975)
    Chichester : Wiley-Blackwell
    Biological Mass Spectrometry 10 (1975), S. 89-96 
    Details
    ISSN: 0030-493X
    Keywords: Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The variation of Z = [(F)+]/[(M)+·] vs electron energy for the loss of H· and CH3· from the molecular ion of 2-phenylmethylenecyclopropane (I) and α-phenylmethylenecyclopropane (II) suggests that they both rearrange to a common intermediate before fragmentation occurs. The structure of the intermediate is discussed with regard to the xperimental values found for the Z ratios and to the mass spectra of deuterium labelled compounds.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/oms.1210100203
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  • 7
    Electronic Resource
    Electronic Resource
    Etude de la Fragmentation en Spectrographie de Masse de Spiropyrannes Benzodithioliques. Influence de la Position et de la Nature des Substituants (1977)
    Chichester : Wiley-Blackwell
    Biological Mass Spectrometry 12 (1977), S. 606-618 
    Details
    ISSN: 0030-493X
    Keywords: Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: The mass spectra of 12 benzodithiolic spiropyrans are reported. Their fragmentation pathways have been determined by exact mass and metastable transition measurements. The nature of the fragmentation is strongly dependent upon the position and nature of the substituents. A comparison is made with their photo and thermochemical decompositions.
    Notes: Nous reportons les spectres de 12 spiropyrannes benzodithioliques. Leurs cartes de fragmentation on été déterminées par étude des transitions métastables et par mesure à haute résolution. La fragmentation on de ces composés dépend de la nature et de la position des substituents et nos résultats sont comparés à ceux observés par action de la lumière et de la chaleur sur ces composés.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/oms.1210121003
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