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  • 4-methyl-3-heptanol  (2)
  • Dendroctonus frontalis  (2)
  • 1
    Electronic Resource
    Electronic Resource
    Chemical attractants for the smaller european elm bark beetleScolytus multistriatus (Coleoptera: Scolytidae) (1975)
    Springer
    Journal of chemical ecology 1 (1975), S. 115-124 
    Details
    ISSN: 1573-1561
    Keywords: aggregation pheromone ; α-cubebene ; 2,4-dimethyl-5-ethyl-6 ; 8-dioxabicyclo(3.2.1)octane ; Dutch elm disease ; elm bark beetle ; insect attractant ; 4-methyl-3-heptanol ; multilure ; multistriatin ; Scolytus multistriatus
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The secondary attractant for the smaller European elm bark beetleScolytus multistriatus is a mixture of three compounds: (-)4-methyl-3-heptanol(I); 2,4-dimethyl-5-ethyl-6,8-dioxabicyclo(3.2.1) octane (II); and (−)α-cubebene (III). The novel structure assigned to compound II was confirmed by synthesis. All three compounds were isolated from the volatile compounds collected on Porapak Q by aerating elm bolts infested with virgin female beetles. The GLC fractionations were monitored by two laboratory bioassays. Individually, each compound was inactive in the laboratory bioassays, but a mixture of all three showed activity nearly equivalent to that of the of the original Porapak extract. A mixture of synthetic I and II plus natural III (from cubeb oil) was highly attractive to beetles in preliminary field tests.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00987724
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  • 2
    Electronic Resource
    Electronic Resource
    Response of the European elm bark beetle,Scolytus multistriatus (Coleoptera: Scolytidae), to isomers and components of its pheromone (1977)
    Springer
    Journal of chemical ecology 3 (1977), S. 1-8 
    Details
    ISSN: 1573-1561
    Keywords: Scolytus multistriatus ; bioassay ; aggregating pheromone ; isomers ; enantiomers ; 4-methyl-3-heptanol ; α-multistriatin ; α-cubebene
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Laboratory bioassays (two methods) and field tests demonstrated synergistic action of the three components [(−)-4-methyl-3-heptanol (I); (−)-2,4-dimethyl-5-ethyl-6,8-dioxabicylo[3.2.1]octane (α-multistriatin) (II); and (−)-α-cubebene (III)] of the pheromone bouquet ofScolytus multistriatus. Individually and in pairs the components were slightly attractive; I+II was clearly the most active doublet. Indirect evidence indicates that only one of the four enantiomers of I is active. Of the α, β, γ and δ isomers of II, only the α is active. With the addition of compound I, slightly attractive extract from mated females became nearly as active as extract from virgin females.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00988129
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  • 3
    Electronic Resource
    Electronic Resource
    Determination of enantiomer composition of several bicyclic ketal insect pheromone components (1977)
    Springer
    Journal of chemical ecology 3 (1977), S. 27-43 
    Details
    ISSN: 1573-1561
    Keywords: pheromone ; exo-brevicomin ; frontalin ; multistriatin ; Dendroctonus brevicomis ; Dendroctonus frontalis ; Scolytus multistriatus ; enantiomeric composition ; optical purity ; chiral shift reagent
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Details are given for the determination by a chiral shift reagent of enantiomer compositions of several bark beetle pheromone components, which are bicyclic ketals. The procedure was carried out on three samples in the range of 200 micrograms. For one sample, the determination was achieved at the level of 5 micrograms.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00988131
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  • 4
    Electronic Resource
    Electronic Resource
    Determination of the enantiomeric composition of several insect pheromone alcohols (1976)
    Springer
    Journal of chemical ecology 2 (1976), S. 307-331 
    Details
    ISSN: 1573-1561
    Keywords: pheromone ; Gnathotrichus sulcatus ; Scolytus multistriatus ; Dendroctonus frontalis ; Dendroctonus pseudotsugae ; Ips pini Idaho ; enantiomeric composition ; seudenol ; sulcatol ; trans-verbenol ; chiral shift reagents ; 4-methyl-3-heptonal
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Details are given for the determination of the enantiomeric composition of several insect pheromone alcohols. The two methods used in the determination were: formation of the derivative with (+)-α-methoxy-α-trifluoromethylphenylacetyl chloride and the use of chiral lanthanide shift reagents. The five alcohols studied and their enantiomeric compositions are: sulcatol fromGnathotrichus sulcatus 65∶35 (+)/(−),trans-verbenol fromDendroctonus frontalis 60∶40 (+)/(−), 4-methyl-3-heptanol fromScolytus multistriatus 100% (−), seudenol fromDendroctonus pseudotsugae 50∶50 (+)/(−), and ipsdienol fromIps pini (Idaho) 100% (−). Determinations were done on 50–500 μg substrate.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00988280
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