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  • Chemistry  (10)
  • 3,3-Dimethoxypropanoate  (1)
  • 1
    Electronic Resource
    Electronic Resource
    Ozonolyse von Olefinen, III: Säurekatalysierte Ozonolyse von 3-Hexen-1,6-und 2-Penten-1,5-dicarbonylderivaten (1990)
    Springer
    Monatshefte für Chemie 121 (1990), S. 203-207 
    Details
    ISSN: 1434-4475
    Keywords: Ozonolysis ; 3-Hexene-1,6-dioic acid ; Glutaconic acid ; 3,3-Dimethoxypropanoate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Summary The ozonolysis of mono-unsaturated compounds containing the structural element =CH-CH2-R [R=COOH, COOCH3, CH(OCH3)2] was investigated. Reductive ozonolysis of (E)-3-hexene-1,6-dioic acid gives methyl 3,3-dimethoxypropanoate (2), whereas ozonolysis of dimethyl (E)-3-hexene-1,6-dioate (1a) and (Z)-1,1,6,6-tetramethoxy-3-hexene (1b) in a methanolic solution of HCl leads to a mixture of2, dimethyl malonate (3 a) and 1,1,3,3-tetramethoxypropane (3 b). The homologuos derivatives, dimethyl glutaconate (4 a) and 1,1,5,5-tetramethoxy-2-pentene (4 b), were ozonized to give mixtures of2, 3, dimethyl oxalate (5), methyl 2,2-dimethoxyacetate (6 a), and 1,1,2,2-tetramethoxyethane (6 b). The ratios of the various reaction products were determined by gas chromatography. In each case the formation of the bifunctional derivatives2 and6 a was favoured.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00809533
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  • 2
    Electronic Resource
    Electronic Resource
    7-Deazaguanine DNA: Oligonucleotides with hydrophobic or cationic side chainsDedicated to Prof. Dr. H. Seliger on the occasion of his 60th birthday (1997)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 80 (1997), S. 1809-1822 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The phosphoramidites 6b and 9 as well as the phosphonate 6a derived from 7-(hex-1-ynyl)- and 7-[5-(trifluoroacetamido)pent-1-ynyl]-substituted 7-deaza-2′-deoxyguanosines 1 and 10, respectively, were prepared (Scheme 1). They were employed in solid-phase oligodeoxynucleotide synthesis of the alternating octamers d(hxy7c7G-C)4 (12), d(C-hxy7c7G)4 (13), and d(npey 7c7G-C)4 (15) as well as of other oligonucleotides (see 22-25; Table 2; hxy = hex-1-ynyl, npey = 5-aminopent-1-ynyl). The Tm values and the thermodynamic data of duplex formation were determined and correlated with the major-groove modification of the DNA fragments. A hexynyl side chain introduced into the 7-position of a 7-deazaguanine residue (see 1) was found to fit into the major groove without any protrusion. The incorporation of the (5-aminopent-1-ynyl)-modified 7-deaza-2′-deoxyguanosine 2 into single-stranded oligomers of the type 24 and 25 did not lead to change in duplex stability compared to the parent oligonucleotides. The self-complementary oligomer 15 with alternating npey7c7Gd (2) and dC units did not lead to a cooperative melting, either due to orientational disorder or interaction of the 5-aminopent-1-ynyl moiety with a base or with phosphate residues nearby or on the opposite strand.
    Additional Material: 5 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19970800605
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  • 3
    Electronic Resource
    Electronic Resource
    7-Deazapurine Oligodeoxyribonucleotides: The effects of 7-deaza-8-methylguanine on dna structure and stability (1998)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 81 (1998), S. 570-583 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Oligodeoxyribonucleotides containing 7-deaza-2′-deoxy-8-methylguanosine (m8c7Gd; 2b) were prepared. For this purpose, the phosphonate 3a and the phosphoramidite 3b were synthesized and employed in solidphase oligodeoxyribonucleotide synthesis. The structures and the thermodynamic data of duplex formation of oligodeoxyribonucleotides containing 2b were investigated by temperature-dependent CD and UV spectra and compared with those containing 7-deaza-2′-deoxy-7-methylguanosine (m7c7Gd) or 7-deaza-2′-deoxy-guanosine (c7Gd; 2a). In general, compound 2b reduces the duplex stability. In case of the sequence d(m8c7G-C)4 (18), the B → Z transition was facilitated by the incorporation of 2b. Moreover, a single 7-deaza-8-methylguanine residue present in an oligodeoxyribonucleotide tract of guanine residues destabilizes the dG quadruplex significantly. This destabilization is more pronounced than in the case of 7-deazaguanine or 7-deaza-7-methyl-guanine.
    Additional Material: 5 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19980810310
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  • 4
    Electronic Resource
    Electronic Resource
    Synthesen mit Nitrilen, LXVIII. 4-Dicyanmethylen-1,4-dihydropyrimidine und Pyrido[4,3-d]-pyrimidin-8-carbonitrile aus Enaminonitrilen (1983)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1983 (1983), S. 1107-1115 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Syntheses with Nitriles, LXVIII. - 4-Dicyanomethylene-1,4-Dihydropyrimidines and Pyrido [4,3-d]pyrimidine-8-carbonitriles from EnaminonitrilesReaction of “dimeric malononitrile” (1a) or 3-amino-2-cyano-crotononitrile (1b) with dimethyl-formamide dimethyl acetal gives the biscondensation products 2. Subsequent treatment of 2a with ammonia and 2b with primary aliphatic amines leads to 4-dicyanomethylene-1,4-dihydropyrimidines 3. There are several possible structures for the reaction products obtained from 2a and primary aliphatic and aromatic amines. The structure of the product from 2a and propylamine is confirmed by X-ray structure analysis as 5,6-dihydro-5-imino-6-propyl-4-(propylamino)pyrido[4,3-d] pyrimidine-8-carbonitrile (4c). Hydrolysis of 4 in acidic medium leads to the 5-oxo derivatives 5.
    Notes: Reaktion von “dimerem Malononitril” (1a) oder 3-Amino-2-cyancrotonsäurenitril (1b) mit Dimethylformamid-dimethylacetal ergibt die Biskondensationsprodukte 2. Die Umsetzung von 2a mit Ammoniak oder 2b mit primären aliphatischen Aminen führt zu 4-Dicyanmethylen-1,4-dihydropyrimidinen 3. Für die Reaktionsprodukte aus 2a mit primären aliphatischen und aromatischen Aminen sind mehrere isomere Strukturen möglich. Die Röntgenstrukturanalyse des Produktes von 2a mit Propylamin sichert die Struktur eines 5,6-Dihydro-5-imino-6-propyl-4-(propylamino)pyrido[4,3-d]pyrimidin-8-carbonitrils (4c). Saure Hydrolyse von 4 liefert die 5-Oxo-Derivate 5.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198319830704
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  • 5
    Electronic Resource
    Electronic Resource
    Synthesen mit Nitrilen, LXXVIII. Untersuchungen zur Struktur der Dimeren des Malononitrils, Cyanessigesters und Cyanacetamids (1987)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1987 (1987), S. 1131-1132 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Syntheses with Nitriles, LXXVIII. - Studies on the Structure of Dimers of Malononitrile, Cyanoacetate, and CyanoacetamideThe 13C- and 15N-NMR data of dimers and codimers of malononitrile, cyanoacetate, and cyanoacetamide 1-6 are discussed In the case of the unsymmetrically substituted derivatives 2, 4 and 5 it is possible to distinguish between E- and the predominantly existing Z-isomers. In the case of 2 the structure is confirmed by X-ray structure analysis.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198719870888
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  • 6
    Electronic Resource
    Electronic Resource
    Ozonolyse von Olefinen, I. Ozonolyse von 1,4-Cyclohexadien und säurekatalysierte Folgereaktionen von Primärspaltprodukten (1990)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1990 (1990), S. 185-188 
    Details
    ISSN: 0170-2041
    Keywords: Ozonolysis ; 1,4-Cyclohexadiene ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Ozonolysis of Olefins, I.  -  Ozonolysis of 1,4-Cyclohexadiene and Acid-Catalysed Reaction of Primary Cleavage ProductsThe reaction of 1,4-cyclohexadiene (1) with ozone under different reaction conditions was investigated. Complete ozonolysis of 1 in chloroform led to a highly explosive ozonide. Oxidative ozonolysis gave malonic acid in 30% yield, ozonolysis in alcoholic solutions of HCl gave alkyl 3,3-dialkoxypropionates 3 in 60-70% yield and small amounts of the 1,1,3,3-tetraalkoxypropane 4 as well as dialkyl malonate 5. Partial ozonolysis of 1 in HCl/methanol led to a mixture of 3, 5, and the corresponding (Z)-3-hexene derivatives 6a-c. Depending on the reaction time and concentration of HCl, also the two methanol addition products 7b and 7d could be obtained. To verify the structure of these two compounds, 4-methoxycyclohexene (8) was ozonized in HCl/methanol, which gave a mixture of 7a-d.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.199019900131
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  • 7
    Electronic Resource
    Electronic Resource
    Synthesen mit Nitrilen, LXXIV. 3-Amino-4,4-dicyan-3-butensäureester, ein Synthesebaustein aus der Reihe der Dimeren von Malononitril und Cyanessigester (1986)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1986 (1986), S. 533-544 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Syntheses with Nitriles, LXXIV.  -  3-Amino-4,4-dicyano-3-butenoate, a Synthetically Useful Dimer from Malononitrile and CyanoacetateAn improved synthesis of 3-amino-4,4-dicyano-3-butenoate (4) (a codimer from cyanoacetate and malononitrile) is described. The 13C NMR data and pKa value of 4 are compared with those of the isomeric codimer 3 and the dimers 1 and 2. Reaction of 4 with acids or bases leads to the 2(1H)-pyridones 8 and 9, respectively. Conversions of 4 with aldehydes, ketones, and nitroso compounds give the products 11, 14, and 15 as well as the benzopyran derivatives 12 and the 2-oxochinoline derivative 13 when using 2-hydroxy- and 2-aminobenzadehydes. 4 reacts with formamidine to yield the dihydropyrimidine derivative 17 and with sulfur to give the 3,5-diamino-4-cyano-2-thiophenecarboxylates (18).
    Notes: Für die 3-Amino-4,4-dicyan-3-butensäureester (4) (Codimeres aus Cyanessigester und Malononitril) wird eine verbesserte Synthese beschrieben. Die 13C-NMR-Daten und der pKs-Wert von 4 werden mit denen des isomeren Codimeren 3 sowie der Dimeren 1 und 2 verglichen. Reaktion von 4 mit Säuren oder Basen führt zu den 2(1H)-Pyridonen 8 bzw. 9. Umsetzungen von 4 mit Aldehyden, Ketonen und Nitrosoverbindungen liefern die Produkte 11, 14 und 15, wobei mit 2-Hydroxy- und 2-Aminobenzaldehyden die Benzopyranderivate 12 bzw. das 2-Oxochinolinderivat 13 entstehen. 4 liefert mit Formamidin das Dihydropyrimidinderivat 17 und mit Schwefel die 3,5-Diamino-4-cyan-2-thiophencarbonsäureester (18).
    Additional Material: 5 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198619860311
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  • 8
    Electronic Resource
    Electronic Resource
    Synthesen mit Nitrilen, LXXVII. Zur Synthese und Strukturaufklärung von 4-Amino-5-cyan-1-phenyl-3-pyridazincarbonsäure-Derivaten (1987)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1987 (1987), S. 889-892 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Syntheses with Nitriles, LXXVII. - Synthesis and Structure Analysis of 4-Amino-5-cyano-1-phenyl-3-pyridazinecarboxylatesReactions of 3-Amino-4,4-dicyano-3-butenoates (2d, e) with various aryl diazonium salts lead to 4-amino-5-cyano-1,6-dihydro-6-imino-1-phenyl-3-pyridazinecarboxylates 4a-k. In the case of 4a and 4b it is possible to isolate and to characterize the corresponding open-chain intermediates 3a and 3b. Hydrolysis of 4c gives a product, which can be identified by X-ray structure analysis as an inner salt of 4-amino-5-cyano-1,6-dihydro-6-imino-1-phenyl-3-pyridazinecarboxylic acid (5).
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198719870844
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  • 9
    Electronic Resource
    Electronic Resource
    Herstellung von Biodiesel nach dem VNI-Verfahren (1992)
    Weinheim : Wiley-Blackwell
    Chemie Ingenieur Technik - CIT 64 (1992), S. 774-775 
    Details
    ISSN: 0009-286X
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Process Engineering, Biotechnology, Nutrition Technology
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cite.330640912
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  • 10
    Electronic Resource
    Electronic Resource
    Optimierung der Herstellung und Trennung von FullerenenWir danken Herrn Doz. Dr. H. Schmidt (Universität Halle) für vorbereitende Arbeiten und Herrn Dr. T. P. Martin (Max-Planck-Institut Stuttgart) für die Aufnahme der Flugzeit-Massenspektren. (1992)
    Weinheim : Wiley-Blackwell
    Zeitschrift für die chemische Industrie 104 (1992), S. 1681-1683 
    Details
    ISSN: 0044-8249
    Keywords: Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Additional Material: 5 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/ange.19921041238
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