Pheromone study on acarid mites. VIII. Primary (Z)-2-alkenyl formate responsible for the alarm pheromone activity against the mold mite, Tyrophagus putrescentiae (Schrank) (Acarina: Acaridae).
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Using (Z)-3, 7-dimethyl-2-octenyl formate (II) as a lead compound and preserving its (Z)-allylic primary formate moiety, a total of 15 aliphatic non-terpenoids were prepared by modification of the main chain and the substitution at C<SUB>3</SUB> position from alcoholic function, and their alarm pheromone activities were determined against the mold mite Tyrophagus putrescentiae (SCHRANK). Twelve compounds were found to be active. The basic requisite for developing the alarm pheromone activity was elucidated as the presence of (Z)-allylic primary alcohol formate moiety with a suitable chain length in a molecule. Substitution of methyl residue at C<SUB>3</SUB> enhanced the activity 100 times from non-substituted (Z)-2-alkenyl formate. Substitution of methyl residue at C<SUB>7</SUB> of each (Z)-2-octenyl formate also improved the activity 10 times, when the comparison was done between those of (Z)-2-octenyl formate and (Z)-2-nonenyl formate with or without 3-methyl or 3-ethyl substitution.
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