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  • Organic Chemistry  (9)
  • Animals
  • Molecular Sequence Data
  • 2000-2004
  • 1995-1999
  • 1990-1994
  • 1975-1979  (9)
  • 1977  (9)
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  • 2000-2004
  • 1995-1999
  • 1990-1994
  • 1975-1979  (9)
Year
  • 1
    Electronic Resource
    Electronic Resource
    Stereochemische und 1H-NMR-spektroskopische Untersuchungen von 2,2-Bis[alkylmercapto]-4,5-dioxo-imidazolidinen (1977)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 319 (1977), S. 163-168 
    Details
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Stereochemical and 1H N.M.R. Spectroscopical Investigations of 2,2-Bis[alkylmercapto]-4,5-dioxo-imidazolidinesThe 2,2-Bis[alkylmercapto]-4,5-dioxo-imidazolidines 1a-x belong to different symmetry point groups in dependence of the kind of the substituents R1 and R2. The 1H n.m.r. spectra of these different groups show different signal splittings of the protons of the alkylmercapto groups.
    Notes: 2,2-Bis[alkylmercapto]-4,5-dioxo-imidazolidine 1a-x gehören je nach Art der Substituenten R1 und R2 zu verschiedenen Symmetriepunktgruppen. Die 1H-NMR-Spektren dieser verschiedenen Gruppen zeigen unterschiedliche Signalaufspaltungen für die Protonen der Alkylmercaptogruppen.
    Additional Material: 7 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19773190122
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  • 2
    Electronic Resource
    Electronic Resource
    Reaktionen mit Thio-bis-formamidinen (1977)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 319 (1977), S. 713-718 
    Details
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Reactions with Thio-bis-formamidinesN,N,N′-Trisubstituted S-(4-amino-s-triazin-2-yl)-isothioureas 3 are prepared in good yields form trisubstituted thio-bis-formamidine-hydrochlorides 1 and esters of cyanimidocarboxylic acids 2. In aqueous alkali solutions compounds 1 react with β-dicarbonyl compounds under rearrangement to yield substituted N-(pyrimidin-2-yl)-thioureas 4 and 5.
    Notes: N,N,N′-trisubstituierte S-[4-Amino-s-triazinyl-(2)]-isothioharnstoffe 3 lassen sich in guten Ausbeuten aus trisubstituierten Thio-bis-formamidin-hydrochloriden 1 und Cyanimidocarbonsäureestern 2 darstellen. Mit Dicarbonylverbindungen reagieren 1 in wäßrig-alkalischer Lösung unter Umlagerung zu den substituierten N-[Pyrimidinyl-(2)]-thioharnstoffen 4 und 5.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19773190503
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  • 3
    Electronic Resource
    Electronic Resource
    Organische Phosphorverbindungen. X. [1]Quantitative Untersuchungen über das Alkylierungsvermögen mehrfach kernsubstituierter O,O-Dimethyl-O-phenyl-phosphate und -thiophosphate (1977)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 319 (1977), S. 862-870 
    Details
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Organic Phosphorus Compounds. X. Quantitative Studies on the Alkylation Capacity of Polysubstituted O-Phenyl O,O-Dimethyl Phosphates and ThiophosphatesThe alkylation capacity of polysubstituted O-phenyl-O, O-dimethyl phosphates and thiophosphates towards tertiary amines can be described quantitatively using the HAMMETT′S substituent constants σ by multiparameter equations which are reducable to lg k2 = lg k0 + ϱ · Σσ with σortho = σpara (r = 0,976-0,999). Satisfactory results are obtained by correlation of the rate constants with the pKa-values of the phenolic ester components, whereas the chemical shift δCH3O of the ester group in the case of m,p-substituted compounds is only partly or  -  with the inclusion of orthoderivatives  -  little suited as correlation parameter.
    Notes: Das Alkylierungsvermögen mehrfach kernsubstituierter O,O-Dimethyl-O-phenyl-phosphate und -thiophosphate gegenüber tertiären Aminen läßt sich unter Verwendung der HAMMETTSCHEN Substituentenkonstanten σ quantitativ durch Mehrparametergleichungen beschreiben, die zu lg k2 = lg k0 + ϱ · Σσ mit σortho = σpara vereinfacht werden können (r = 0,976-0,999). Befriedigende Ergebnisse liefert die Korrelation der Geschwindigkeitskonstanten mit den pKa-Werten der phenolischen Esterkomponenten, während die chemische Verschiebung δCH3O der Estergruppe als Korrelationspartner für m, p-substituierte Verbindungen nur bedingt und bei Einbeziehung von ortho-Derivaten wenig geeignet ist.
    Additional Material: 7 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19773190605
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  • 4
    Electronic Resource
    Electronic Resource
    Organische Phosphorverbindungen. VIII. Zur Solvolyse von Desmethyltrichlorphon (2,2,2-Trichlor-1-hydroxy-äthanphosphonsäuremonomethylester) (1977)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 319 (1977), S. 391-398 
    Details
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Organic Phosphorus Compounds. VIII. The Solvolysis of Desmethyltrichlorphone (2,2,2-Trichloro-1-hydroxy-ethanephosphonic Acid Monomethyl Ester)Desmethyltrichlorphone 3, an in vivo metabolite of the insecticide Trichlorphone 1, decomposes in aqueous solution to give monomethyl phosphate and dichloroacetaldehyde by a fragmentation and not - as hitherto supposed - by a rearrangement to desmethyl-DDVP 4 and its subsequent cleavage. In the same way desmethyl compounds of other Trichlorphone derivatives undergo fragmentation. In addition to the latter, 3 undergoes an HCl-elimination to the hydrate 19 of the 2,2-dichloro-1-oxo-ethanephosphonic acid monomethyl ester.
    Notes: Desmethyltrichlorphon 3, ein in vivo entstehender Metabolit des Insektizides Trichlorphon 1, unterliegt in wäßriger Lösung einer Fragmentierung zu Monomethylphosphat und Dichloracetaldehyd und nicht - wie bisher vermutet - einer der Trichlorphon-DDVP-Umlagerung analogen Reaktion zum Desmethyl-DDVP 4 und dessen nachfolgender Spaltung. In gleicher Weise fragmentieren die Desmethylverbindungen anderer Wirkstoffe vom Trichlorphon-Typ. Parallel zur Fragmentierung erfährt 3 eine HCl-Eliminierung zum Hydrat 19 des 2,2-Dichlor-1-oxo-äthan-phosphonsäuremonomethylesters.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19773190307
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  • 5
    Electronic Resource
    Electronic Resource
    Vinyloge Acylverbindungen. XVII. 3-Aryloxy-acroleine (1977)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 319 (1977), S. 1042-1045 
    Details
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Vinylogous Acyl Compounds. XVII. 3-Aryloxy-acroleins
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19773190630
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  • 6
    Electronic Resource
    Electronic Resource
    Synthesis and Polymerization of Trimethyl Bicyclobutane-1,2,2-Tricarboxylate (1977)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 60 (1977), S. 1897-1902 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Trimethyl bicyclobutane-1,2,2-tricarboxylate (2) was synthesized by a facile five-step route, beginning with the ferric chloride-catalyzed addition of chloroform to methyl acrylate to give methyl 2,4,4-trichlorobutyrate (3). Replacement of the 2-chloro group by iodide was followed by displacement with dimethyl malonate anion to give trimethyl 4,4-dichlorobutane-1,1,2-tricarboxylate (5a). Thermolysis of the corresponding sodium derivative 5b gave trimethyl cis, trans-3-chlorocyclobutane-1,2,2-tricarboxylate (6). Closure of the bicyclobutane ring to yield 2 was accomplished by potassium hydride in ether with methanol as catalyst.Bicyclobutane 2 polymerized under free radical initiation with breakage only of the 1,3-bond. The homopolymers, obtained in moderate yields, were of low molecular weight, probably owing to steric hindrance effects. Copolymerization occurred with vinyl monomers of varying polarity. The copolymers, obtained in moderate yields, had low molecular weights and consisted mostly of the vinyl comonomer units.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19770600608
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  • 7
    Electronic Resource
    Electronic Resource
    Organische Phosphorverbindungen. IX. Untersuchungen zum Mechanismus der Trichlorphon-DDVP-Umlagerung (1977)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 319 (1977), S. 399-407 
    Details
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Organic Phosphorus Compounds. IX. Studies on the Mechanism of the Trichlorphone-DDVP RearrangementThe base-initiated rearrangement of 2,2,2-trichloro-1-hydroxy-ethanephosphonic acid dimethyl ester (Trichlorphone) 1 in deuterated media leads to deuterium-free O, O-dimethyl O-2,2-dichlorovinyl phosphate (DDVP) 3. This result favours the course of reaction suggested by KHARASCH and BENGELSDORF (path A: rearrangement after deprotonation of the hydroxyl group) and rules out a mechanism via the enolphosphonate 5 as an intermediate DDVP-precursor (path B) as postulated later. In accordance with path A, C1-substituted Trichlorphone derivatives 12 can also be transformed to corresponding vinyl phosphates 13. Crossing experiments prove the intramolecular character of the Trichlorphone-DDVP rearrangement.
    Notes: Die baseinitiierte Umlagerung des 2,2,2-Trichlor-1-hydroxy-äthanphos-phonsäuredimethylesters (Trichlorphon) 1 führt in deuterierten Medien zu deuteriumfreiem O,O-Dimethyl-O-2,2-dichlorvinyl-phosphat (DDVP) 3. Dieser Befund stützt den von KHARASCH und BENGELSDORF vorgeschlagenen Reaktionsverlauf (Weg A: Umlagerung nach Deprotonierung der Hydroxylgruppe) und schließt einen später postulierten Mechanismus über das Enolphosphonat 5 als intermediärer DDVP-Vorstufe (Weg B) aus. In Einklang mit Weg A lassen sich auch C1-substituierte Trichlorphonderivate 12 in entsprechende Vinylphosphate 13 überführen. Kreuzungsexperimente belegen den intramolekularen Verlauf der Trichlorphon-DDVP-Umlagerung.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19773190308
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  • 8
    Electronic Resource
    Electronic Resource
    Stereochemische Untersuchungen heterocyclischer Verbindungen. III. [1] NMR-Spektroskopische Untersuchungen von 1-Dialkylamino-1H-1,2,4,6-thia(IV)triazinen (1977)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 319 (1977), S. 739-744 
    Details
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Stereochemical Investigations of Heterocyclic Compounds. III. N. M. R.-Spectroscopical Investigations of 1-Dialkylamino-1H-1, 2, 4, 6-thia (IV) triazinesN. M. R.-Spectroscopical investigations of differently substituted 1-dialkylamino-1H-1,2,4,6-thia (IV)triazines show, that these systems are nonplanar. The results indicate, that in general neither the rotation about the exocyclic S—N bond nor the inversion at the exocyclic nitrogen are hindered.
    Notes: NMR-Spektroskopische Untersuchungen verschiedenartig substituierter 1-Dialkylamino-1H-1,2,4,6-thia(IV)-triazine zeigen, daß diese Systeme nicht eben gebaut sind. Die Ergebnisse deuten darauf hin, daß im allgemeinen weder die Rotation um die exocyclische S-N-Bindung noch die Inversion am exocyclischen Stickstoff behindert sind.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19773190508
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  • 9
    Electronic Resource
    Electronic Resource
    Organische Phosphorverbindungen. XI. [1] Zur Quantifizierung des Alkylierungsvermögens von Methylestern verschiedener Säuren des tetrakoordinierten Phosphors mittels σP-Konstanten (1977)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 319 (1977), S. 871-874 
    Details
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Organic Phosphorus Compounds. XI. Quantification of the Alkylation Capacity of Methyl Esters of Diverse Acids of the Tetracoordinated Phosphorus by Means of σP-ConstantsUsing the specific organophosphorus substituent constants σP the alkylation capacity of phosphinic, phosphonic and phosphoric acid esters of the type ABP(O)OCH3 towards trimethyl amine can be described by a common linear relationship \documentclass{article}\pagestyle{empty}\begin{document}$$ \begin{array}{*{20}c}{{\rm lg\, k}_{\rm 2} {\rm = - 2,391 + 1,228} \cdot {\rm \sigma }^{\rm P} } & {{\rm (r = 0,969)}} \\ \end{array}{\rm } $$\end{document} the precision of which is sufficient for practical purposes.
    Notes: Bei Verwendung der phosphorspezifischen Substituentenkonstanten σP gelingt die Beschreibung des Alkylierungsvermögens von Phosphin-, Phosphon- und Phosphorsäureestern des Typs ABP(O)OCH3 gegenüber Trimethylamin durch eine gemeinsame lineare Beziehung \documentclass{article}\pagestyle{empty}\begin{document}$$ \begin{array}{*{20}c}{{\rm lg\, k}_{\rm 2} {\rm = - 2,391 + 1,228} \cdot {\rm \sigma }^{\rm P} } & {{\rm (r = 0,969)}} \\ \end{array}{\rm } $$\end{document} mit einer für praktische Belange ausreichenden Genauigkeit.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19773190606
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