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  • 1
    Electronic Resource
    Electronic Resource
    Determination of residues of 2-methyl-2-(methylthio)propionaldehyde O-(methylcarbamoyl)oxime (UC-21149, Temik), its sulfoxide, and its sulfone by gas chromatography (1968)
    s.l. : American Chemical Society
    Journal of agricultural and food chemistry 16 (1968), S. 549-553 
    Details
    ISSN: 1520-5118
    Source: ACS Legacy Archives
    Topics: Agriculture, Forestry, Horticulture, Fishery, Domestic Science, Nutrition , Process Engineering, Biotechnology, Nutrition Technology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1021/jf60158a003
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  • 2
    Electronic Resource
    Electronic Resource
    Gas-liquid chromatographic hydrogenolysis of furan derivatives (1972)
    s.l. : American Chemical Society
    Analytical chemistry 44 (1972), S. 1292-1292 
    Details
    ISSN: 1520-6882
    Source: ACS Legacy Archives
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1021/ac60315a057
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  • 3
    Electronic Resource
    Electronic Resource
    Multiple Sex Pheromones of the Codling Moth, Laspeyresia pomonella (L.) (1972)
    [s.l.] : Nature Publishing Group
    Nature 239 (1972), S. 109-109 
    Details
    ISSN: 1476-4687
    Source: Nature Archives 1869 - 2009
    Topics: Biology , Chemistry and Pharmacology , Medicine , Natural Sciences in General , Physics
    Notes: [Auszug] Our experience indicates that the standard procedures used for isolation of sex pheromones from extracts of abdominal tips or of whole insects, will not reveal the presence of all sex pheromones. Previously, in two separate studies only one sex pheromone of the codling moth, Laspeyresia pomonella ...
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1038/239109a0
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  • 4
    Electronic Resource
    Electronic Resource
    Hickory shuckworm Cydia caryana: electroantennogram and flight tunnel studies of potential sex pheromone components (1987)
    Springer
    Entomologia experimentalis et applicata 44 (1987), S. 23-30 
    Details
    ISSN: 1570-7458
    Keywords: Lepidoptera ; Tortricidae ; Olethreutinae ; Cydia caryana ; sex pheromone ; electroantennogram ; flight tunnel ; behavior
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Description / Table of Contents: Résumé Les réponses olfactives antennaires de Cydia caryana, mesurées par électroantennogrammes (EAG), aux alcools et acétates à carbones monounsaturés en positions 12 et 14, ont montré que le système conjugué de double liaison, (E)-8-, (E)-10- du dodecadien-1-ol acétate constitue un composé chimique strutural critique de la phéromone sexuelle de C. caryana. De plus, les acétates: (E)-8-dodecen-1-ol,(Z)-8-dodecen-1-ol,(Z)-9-dodecen-1-ol, et le (Z)-12-tetradecen-1-ol, se sont révélés en AEG comme des composés secondaires de la phéromone. L'étude par AEG de la relation dose-réponse a conduit à l'hypothèse de deux catégories de populations de récepteurs de phéromones. L'analyse comportementale des résponses des papillons mâles dans le tunnel de vol aux composés qui ont provoqués les plus forts AEG, on fait estimer que les acétates (E,E)-8,10-dodécadien-1-ol et (Z)-9-dodecen-1-ol ressemblent (ou sont) les constituants de la phéromone sexuelle de C. caryana; tandis que les (Z)-8-dodecen-1-ol et (E)-10-dodecen-1-ol sont, soit des paraphéromones, soit des constituants mineurs de la phéromone. La signification biologique du (Z)-12-tétradécen-1-ol a été difficile à interprêter avec les expériences en tunnel de vol.
    Notes: Abstract Electroantennogram (EAG) measurement of male Cydia caryana moth antennal olfactory response to monounsaturated 12 and 14 carbon alcohols and acetates indicated that the (E)-8-, (E)-10- conjugated double bond system of a dodecadien-1-ol acetate is a critical chemical structural component of the C. caryana sex pheromone. Additionally, EAG measurements implicated (E)-8-dodecen-1-ol acetate, (Z)-8-dodecen-1-ol acetate, (Z)-9-dodecen-1-ol acetate and (Z)-12-tetradecen-1-ol as potential minor pheromonal components. An EAG dosage-response study suggested that there were at least two heterologous populations of pheromone acceptors. Behavioral analysis of male moth response in a flight tunnel to compounds which evoked the stronger EAG responses suggested that (E,E)-8,10-dodecadien-1-ol acetate and (Z)-9-dodecen-1-ol acetate resemble or are C. caryana sex pheromonal components, while (Z)-8-dodecen-1-ol acetate and (E)-10-dodecen-1-ol acetate are either parapheromones or are minor pheromone components. Behavioral significance of (Z)-12-tetradecen-1-ol was difficult to interpret in the flight tunnel.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00361305
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  • 5
    Electronic Resource
    Electronic Resource
    Apple ermine moth,Yponomeuta malinellus Zeller Two components of female sex pheromone gland highly effective in field trapping tests (1990)
    Springer
    Journal of chemical ecology 16 (1990), S. 477-486 
    Details
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Yponomeutidae ; Yponomeuta malinellus ; sex pheromone ; apple ermine moth ; (Z)-9-dodecen-1-ol acetate ; (Z)-11-tetradecen-1-ol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract When electroantennographic responses of maleYponomeuta malinellus Zeller to model compounds were determined at dosages of 0.3–30 ng, the strongest responses were obtained from (Z)-9-dodecen-1-ol acetate (Z9–12∶Ac). Also, strong responses were obtained from (Z)-11-tetradecenal (Z11–14∶A1) and (Z)-11-tetradecen-1-ol (Zl1–14∶OH). At a dosage of 0.3 ng,Z11–14∶A1 produced a stronger response thanZ11–14∶OH, while at a dosage of 30 ng,Z11–14∶OH andZ11–14∶A1 produced equal responses. Gas chromatographic and mass spectral analysis of extracts of female sex pheromone glands showed the presence ofZ9–12∶Ac, tetradecan-1-ol (14∶OH), (E)-11-tetradecen-1-ol (E11–14∶OH),Z11–14∶OH, hexadecan-1-ol, and hexadecan-1-ol acetate in a ratio of 0.6∶200∶37∶100∶140∶35. In field tests,Z9–12∶Ac andZ11–14∶OH together were required for trap catch, and addition ofZ11–14∶A1,E11–14∶OH, 14∶OH, or (Z)-11-tetradecen-1-ol acetate did not increase catch. Ratios in rubber septa of 0.5∶99.5 to 1.5∶98.5 (Z9–12∶ Ac/Z11–14∶OH) captured the most males and captures were statistically equivalent for dosages of 10–1000 μg/rubber septum. Traps baited with the synthetic lure produced better catches than those baited with females.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01021779
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  • 6
    Electronic Resource
    Electronic Resource
    Mint root borer,Fumibotys fumalis (Guenee): Identification and field tests of female sex pheromone gland components (1991)
    Springer
    Journal of chemical ecology 17 (1991), S. 249-258 
    Details
    ISSN: 1573-1561
    Keywords: Lepidoptera ; Pyralidae ; Pyraustinae ; Pyraustini ; Fumibotys fumalis ; sex pheromone ; (E,E)-10 ; 12-tetradecadienyl acetate ; (Z)-11-tetradecenyl acetate ; (E)-11-tetradecenyl acetate ; (Z)-9-tetradecenyl acetate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Compounds identified in sex pheromone gland extracts of femaleFumibotys fumalis (Guenee) consisted of (E,E)-10,12-tetradecadienyi acetate, (Z)-11-tetradecenyl acetate, (E)-11-tetradecenyl acetate, and (Z)-9-tetradecenyl acetate in a ratio of 100:18: 8:4, respectively. The compounds were identified by electroantennographic, gas Chromatographic, mass spectrometric, and chemical derivatization procedures. In mint fields synthetic components in gray elastomeric septa at ratios found in the sex pheromone gland and at doses of 3 or 10 mg of the diene produced trap catch comparable to traps baited with three females.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00994330
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  • 7
    Electronic Resource
    Electronic Resource
    Efficacy of nonpheromone communication disruptants of codling moth (Cydia pomonella): Effect of pheromone isomers and of distance between calling females and dispensers (1996)
    Springer
    Journal of chemical ecology 22 (1996), S. 415-423 
    Details
    ISSN: 1573-1561
    Keywords: Codling moth ; Cydia pomonella ; sex pheromone ; codlemone ; (E,E)-8,10-dodecadien-1-ol ; sex pheromone isomers ; 8,10-dodecadien-1-ol isomers ; (E,Z)-8,10-dodecadien-1-ol ; mating disruption ; communication disruption
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Field tests comparing the ability of codlemone, (E,E)-8,10-dodecadien-1-ol, and isomers of codlemone to disrupt pheromonal communication of codling moth were carried out. In a pear orchard, four nonisomerizing, gray septa dispensers were placed in the upper canopy of each tree containing a trap baited with 10 virgin female codling moths. The dispensers were at trap height and 70 cm from the edge of each trap. Trap catches of released male codling moths in three test areas were compared simultaneously when trees in each of the test areas contained unbaited dispensers, dispensers with 1 mg of codlemone containing 1% isomers, and dispensers with 1 mg of a test communication disruptant. When the test disruptant was an equilibrium mixture of codlemone and its isomers (61% codlemone, 39% isomers), the percent communication disruption was 86.8% compared to 68.7% for codlemone (P 〈 0.001). When the disruptant was (E,Z)-8,10-dodecadien-1-ol (94%EZ, 3%EE), the percentage disruption was 86.4% compared to 62.7% for codlemone (P 〈 0.002). These results show that the previously reported superior disruptant potency (relative to codlemone) of compositions containing codlemone with a high percentage of isomers was not a result of the proximity of the dispensers to the traps. The percent disruption of compositions of codlemone with 10 and 20% isomers was also determined. A plot of percentage disruption versus logarithm of percentage of nonpheromone isomers in the mixture from 1% to 97% gave a straight line withR 2=0.93.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF02033645
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  • 8
    Electronic Resource
    Electronic Resource
    Sex pheromone of the armyworm,Pseudaletia unipuncta (Haworth) (Lepidoptera: Noctuidae) (1980)
    Springer
    Journal of chemical ecology 6 (1980), S. 565-572 
    Details
    ISSN: 1573-1561
    Keywords: Armyworm ; Mythimna unipuncta ; Pseudaletia unipuncta ; Leucania unipuncta ; Cirphis unipuncta ; Lepidoptera ; sex pheromone ; sex attractant ; (Z)-11-hexadecen-1-ol acetate ; (Z)-9-hexadecen-1-ol acetate ; hexadecan-1-ol acetate ; (Z)-11-hexadecen-1-ol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract (Z)-11-Hexadecen-1-ol acetate (Z11–16∶Ac) free of theE isomer (〈1%), hexadecan-1-ol acetate (16∶ Ac), and a hexadecen-1-ol [the (Z)-11 isomer based on the retention time on a Carbowax capillary column] were identified in extracts of the sex pheromone glands of adult virgin female armyworms,Pseudaletia unipuncta. Also, gas Chromatographic retention times on polar and nonpolar columns indicated the possible presence of (Z)-9-hexadecen-1-ol acetate (Z9–16∶Ac). The ratioZ11–16∶Ac/16∶Ac/Z11–16∶OH/Z9–16∶Ac was 1∶0.15∶0.13∶0.02. Infield testsZ11–16∶ Ac was attractive alone, and the addition ofZ9–16∶Ac,Zll–16 ∶ OH, or 16 ∶ Ac singly or in combination in ratios found in the gland did not increase trap capture.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00987668
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  • 9
    Electronic Resource
    Electronic Resource
    Insect sex pheromones: Evaporation rates of alcohols and acetates from natural rubber septa (1981)
    Springer
    Journal of chemical ecology 7 (1981), S. 627-633 
    Details
    ISSN: 1573-1561
    Keywords: Insect sex pheromones ; insect sex attractants ; Lepidoptera ; pheromones ; pheromone formulations ; insect population monitoring
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The half-lives (t 1/2) of alcohol sex pheromones, 1-alkanols, acetate sex pheromones, and an epoxide (disparlure) were determined on natural rubber septa. Thet 1/2 values for the homologous alcohols from decanol to heptadecanol increased regularly from 2.2 to 1117 days, but thet 1/2 of octadecanol was 609 days. Thet 1/2 values of (Z)7-, (E)7-, and (Z)9-tetradecen-1-ol acetates were 154, 168, and 199 days, respectively, whereas those of five other tested 14-carbon acetates ranged from 310 to 350 days. The dependence oft 1/2 values on chain length and double-bond position is consistent with the hypothesis that molecular size is an important variable affectingt 1/2 values. Also, in accordance with the hypothesis, when aZ-alkenyl compound has a much shortert 1/2 than the corresponding saturated compound, thet 1/2 values of theZ compound and itsE isomer may be quite different. Thus, (E)-9-tetradecen-l-ol acetate had at 1/2 of 331 days. Thet 1/2 of disparlure was 180 days. The effect of thecis-7,8 epoxide group is apparently similar to that of the olefin group in lowering thet 1/2 below the value that would be expected solely on the basis of chain length.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00987710
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  • 10
    Electronic Resource
    Electronic Resource
    Sex attractant of the alfalfa looperAutographa californica and the celery looperAnagrapha falcifera (Lepidoptera: Noctuidae) (1977)
    Springer
    Journal of chemical ecology 3 (1977), S. 65-70 
    Details
    ISSN: 1573-1561
    Keywords: sex pheromone ; sex attractant ; Autographa californica ; Anagrapha falcifera ; alfalfa looper ; celery looper ; attractant Synergist ; Z-7-dodecen-1-ol acetate ; Z-7-dodecen-1-ol formate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract In field tests, traps baited with a combination of (Z)-7-dodecen-1-ol acetate (previously proposed to be the sex pheromone ofA. californica) and (Z)-7-dodecen-1-ol formate caught about 100 times as many males as (Z)-7-dodecen-1-ol acetate did alone. Highest catches of males were obtained with traps baited with 0.5 mg of (Z)-7-dodecen-1-ol acetate and 0.1 mg of (Z)-7-dodecen-1-ol formate impregnated on red rubber sleeve stoppers. The celery looper,Anagrapha falcifera, was also caught in traps baited with a combination of these two chemicals.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00988134
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