Tricyclohexyltin hydroxide Plictran

The next major discovery in this field, which was the result of a joint research effort in 1968 between M and T Chemicals, Inc., and the Dow Chemical Company in the United States (475, 524), was that tricyclo-hexyltin hydroxide ("Plictran ) possesses a very high activity against certain types of mites, and this compound was subsequently introduced by Dow as an acaricide for use on apple, pear, and citrus-fruit trees. A second triorganotin acaricide, bis(trineophyltin) oxide ("Vendex or "Torque ), has recently been introduced by Shell Chemical Company (476). Two other tricyclohexyltin compounds are currently under de-... 

Trialkyltin compounds have been shown to be effective agriculturally. Tributyltin oxide (III) has insecticidal and fungicidal activity, but generally has not been useful for plant protection due to phytotoxicity and volatility problems. Tricyclohexyltin hydroxide (TCTH, IV) has been an extremely effective acaricide.(3) Developed under the trade name Plictran, this compound was one of the first commercial acaricides. Another trialkyltin compound under development is hexakis (jS > j3 -dimethylphenylethyl)distannoxane (Vendex, V), which is also an effective acaricide. 

SYNS DOWCO-213 EXT 27,395-X M 3180 PLICTRAN PLYCTRAN TCTH TRICYCLOHEXYLHYDROXYSTANNANE TRICYCLOHEXYLHYDROXTTIN TRICYCLOHEXYLTIN HYDROXIDE TRICYCLO-HEXYLZINNHYDROXID (GERMAN)... 

Branching at the a-carbon atom appears to confer enough steric hindrance to inhibit dehydration of the hydroxide. Tricyclohexyltin hydroxide, which is used as an acaricide under the name of Plictran, is stable up to about 125 °C when it loses water to give the oxide.3 Tri-t-butyltin hydroxide can be prepared from tris(di-t-butyltin oxide) as shown in Scheme 12-1, and loses water to give bis(tri-t-butyltin) oxide only when it is heated for several horns under vacuum at 200 °C. The properties of some triorganotin hydroxides and oxides are given in Table 12-1.15... 

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