Isobornyl thiocyanate

Several alkyl thiocyanates have insecticidal properties 4 an example is isobornyl thiocyanate (49) prepared from isoborneol (50) by sequential treatment with chloroacetyl chloride and sodium thiocyanate. In this reaction, the more reactive acyl chlorine atom reacts faster than the alkyl chlorine and is consequently preferentially substituted (Scheme 29). 

The best known examples of this type of insecticide are -butoxy- -ethoxy-ethyl thiocyanate (6), known under the name lethane 384, and isobornyl thiocyano-... 

More epoxides (1) with juvenile hormone activity (Vol. 2, p. 7) have been made by epoxidizing the Wittig products of citronellal (2), and some of these substances also increase silk production.Reduction of the double bond sometimes increases the activity against Oncopeltus fasciatus. Insecticidal activity is also reported for certain terpenoid cyclopropanes [e.g. (3), made from limonene and ethyl diazoacetate] and for isobornyl thiocyanoethyl ether (made from cam-phene and ethylene chlorohydrin followed by treatment with potassium thiocyanate). The insect-repelling activity shown by thujic acid amides (4) is... 

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