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The iodine metabolism of vertebrates, especially of mammals, has been extensively studied. In contrast, iodine metabolism in insects has received relatively little attention. Wheeler ( '47, '50) and Slipka ( '52) noted cuticular concentration and Wheeler ('50) separated several iodinated intermediates by paper chromatography. She suggested that these $might be iodide, 3-monoiodotyrosine, 3, 5-diiodotyrosine, and elemental iodine. This study concerns iodine metabolism in insects so that it may be compared with that of mammals. METHODS Handling of insects. The methods of treatment of the following insects are listed in table 1: a dragonfly, Aeschrza sp. ; the American cockroach, PeripZarzeta ainericana (L.) ; the German cockroach, BZatteZZu germmica (L.) ; a cicada, Tibicerz sp.; the squash bug, Annsa tristis (DeGeer); the larger cabinet beetle, Trogodermn versicolor (Creutz.) ; the locust borer, Megacyllene robinae (Forst.) ; the greater wax moth, Galleria melZorzella (L.) ; the gay harlequin caterpillar,Euchaetias egZe Drury ; a mud dauber, Sceliphr-orz cementurium (Drury) ; the yellow fever mosquito, Aedes aegypti (L.) ; and the house fly, Musca domestica L.

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Carbamates of bicyclic hydroximidates and thiolhydroximidates show contact and systemic activity against insects, mites, and nematodes with a spectrum and/or level of activity somewhat different from the known art.The active thiolhydroximidates are exceptionally powerful inhibitors of cholinesterase. Most of the compounds were synthesized from the reaction products of cyclic dienes with (a) thiophosgene or (b) chlorosulfonylisocyanate. Analogous bicyclic amidoxime derivatives were devoid of activity.Carbamates of acyclic hydroximidates and thiolhydroximidates have been reported to exhibit insecticidal and nematicidal activity (1-5). Included among these are the commercial materials methomyl and oxamyl.Derivatives of monocyclic thiolhydroximidates have also been described (6). We wish to report a series of carbamates of bicyclic hydroximidates, thiolhydroximidates, and amidoximes which exhibit broad activity as insecticides and nematicides (7). CHEMISTRYThe bicyclic thiolhydroximidates were prepared by the reaction of hydroxylamine with gem-dichlorothiabicycloalkenes which are readily obtained by the Diels-Alder reaction of thiophosgene with the appropriately substituted cyclic 1,3-diene (8, 9) · A more detailed report of this chemistry will be published elsewhere.