Tridecane

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S L Goldson - One of the best experts on this subject based on the ideXlab platform.

  • identification of volatiles released by diapausing brown marmorated stink bug halyomorpha halys hemiptera pentatomidae
    PLOS ONE, 2018
    Co-Authors: Laura J Nixon, William R Morrison, Kevin B Rice, Eckehard G Brockerhoff, Tracy C Leskey, Filadelfo Guzman, Ashot Khrimian, S L Goldson
    Abstract:

    The brown marmorated stink bug, Halyomorpha halys, is an agricultural and urban pest that has become widely established as an invasive species of major concern in the USA and across Europe. This species forms large aggregations when entering diapause, and it is often these aggregations that are found by officials conducting inspections of internationally shipped freight. Identifying the presence of diapausing aggregations of H. halys using their emissions of volatile organic compounds (VOCs) may be a potential means for detecting and intercepting them during international freight inspections. Headspace samples were collected from aggregations of diapausing H. halys using volatile collection traps (VCTs) and solid phase microextraction. The only compound detected in all samples was Tridecane, with small amounts of (E)-2-decenal found in most samples. We also monitored the release of defensive odors, following mechanical agitation of diapausing and diapause-disrupted adult H. halys. Diapausing groups were significantly more likely to release defensive odors than diapause-disrupted groups. The predominant compounds consistently found from both groups were Tridecane, (E)-2-decenal, and 4-oxo-(E)-2-hexenal, with a small abundance of dodecane. Our findings show that diapausing H. halys do release defensive compounds, and suggest that volatile sampling may be feasible to detect H. halys in freight.

Peter Obrien - One of the best experts on this subject based on the ideXlab platform.

  • synthesis of 1r 2s 9s 11 methyl 7 11 diazatricyclo 7 3 1 02 7 Tridecane a sparteine surrogate
    Organic Syntheses, 2006
    Co-Authors: Amanda J Dixon, Matthew J Mcgrath, Peter Obrien
    Abstract:

    (−)-Cytisine (−)-Methyl (1R,9R)-6-Oxo-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-diene-11- carboxylic acid (+)-(1R,2S,9S)-11-Methyl-7,11-diazatricyclo[7.3.1.02,7]Tridecane Keywords: (+)-sparteine surrogate; laburnum anagyroides; seeds; diamines; organolithium reagents; magnesium; copper; palladium; asymmetric synthesis; waste disposal

  • synthesis of sparteine like chiral diamines and evaluation in the enantioselective lithiation substitution of n tert butoxycarbonyl pyrrolidine
    Organic and Biomolecular Chemistry, 2003
    Co-Authors: Jeanpaul R Hermet, Peter Obrien, Michael J. Dearden, Justin R. Harrison, David W. Porter, Tobias Koplin, Jerome Parmene, Vladimir Tyurin, Adrian C Whitwood, John Peter Gilday
    Abstract:

    Three chiral diamines were synthesised and evaluated as sparteine surrogates in the lithiation–substitution of N-(tert-butoxycarbonyl)pyrrolidine. The synthesis and attempted resolution of sparteine-like diamines {(1S*,2R*,8R*)-10-methyl-6,10-diazatricyclo[6.3.1.02,6]dodecane and (1S*,2R*,9R*)-11-methyl-7,11-diazatricyclo[7.3.1.02,7]Tridecane} (via inclusion complex formation) are reported. Unfortunately, it was only possible to resolve the diazatricyclo[7.3.1.02,7]Tridecane compound. An alternative route to (1R,2S,9S)-11-methyl-7,11-diazatricyclo[7.3.1.02,7]Tridecane starting from the natural product, (−)-cytisine, is described. This simple three-step route furnished gram-quantities of a (+)-sparteine surrogate. X-Ray crystallography of an intermediate in the route, (1R,5S,12S)-3-methoxycarbonyldecahydro-1,5-methanopyrido[1,2-a][1,5]diazocin-8-one, enabled the stereochemistry of all of the tricyclic diamines described in this paper to be unequivocally established. Two other diamines, starting from (S)-proline and resolved 2-piperidine ethanol, were prepared using standard methods. These diamines lacked the bispidine framework of (−)-sparteine and were found to impart vastly inferior enantioselectivity. It was concluded that, for the asymmetric lithiation–substitution of N-Boc pyrrolidine, a rigid bispidine framework and only three of the four rings of (−)-sparteine are needed for high enantioselectivity. Furthermore, it is shown that diamine (1R,2S,9S)-11-methyl-7,11-diazatricyclo[7.3.1.02,7]Tridecane is the first successful (+)-sparteine surrogate.

William R Morrison - One of the best experts on this subject based on the ideXlab platform.

  • identification of volatiles released by diapausing brown marmorated stink bug halyomorpha halys hemiptera pentatomidae
    PLOS ONE, 2018
    Co-Authors: Laura J Nixon, William R Morrison, Kevin B Rice, Eckehard G Brockerhoff, Tracy C Leskey, Filadelfo Guzman, Ashot Khrimian, S L Goldson
    Abstract:

    The brown marmorated stink bug, Halyomorpha halys, is an agricultural and urban pest that has become widely established as an invasive species of major concern in the USA and across Europe. This species forms large aggregations when entering diapause, and it is often these aggregations that are found by officials conducting inspections of internationally shipped freight. Identifying the presence of diapausing aggregations of H. halys using their emissions of volatile organic compounds (VOCs) may be a potential means for detecting and intercepting them during international freight inspections. Headspace samples were collected from aggregations of diapausing H. halys using volatile collection traps (VCTs) and solid phase microextraction. The only compound detected in all samples was Tridecane, with small amounts of (E)-2-decenal found in most samples. We also monitored the release of defensive odors, following mechanical agitation of diapausing and diapause-disrupted adult H. halys. Diapausing groups were significantly more likely to release defensive odors than diapause-disrupted groups. The predominant compounds consistently found from both groups were Tridecane, (E)-2-decenal, and 4-oxo-(E)-2-hexenal, with a small abundance of dodecane. Our findings show that diapausing H. halys do release defensive compounds, and suggest that volatile sampling may be feasible to detect H. halys in freight.

Melanie Steiner - One of the best experts on this subject based on the ideXlab platform.

Amanda J Dixon - One of the best experts on this subject based on the ideXlab platform.