Triethyltin hydroxide

Triethyltin hydroxide [994-32-1] M 222.9. Treated with HCl, followed by KOH, and filtered to remove diethyltin oxide [Prince J Chem Soc 1783 7959]. 

Feeding of 160 mg triethyltin hydroxide/kg diet for 15 weeks was not fatal, but caused muscular weakness and some diet avoidance (Stoner etal. 1955) Acute oral LD50 of tricyclohexyltin hydroxide varies between 255 and 390 mg/kg BW dietary levels of 20 mg/kg had no measurable effect on growth, survival, or reproduction (Zuckerman etal. 1978)... 

Generation of OH radicals can then lead to formation of triethyltin hydroxide, EtjSnOH, which undergoes heterogeneous dehydration and oxidation. 

Triethyltin hydroxide in the crystal forms zig-zag Sn-0(H)-Sn-0(H) chains with rSnO 215.6 and 222.4 pm, and SnOSn 145.5°. Hydrolysis of Et3Sn+ B(C6F5)4 gives the oxonium salt 12-6 in which the SnO bond is long (212 pm) and the tetrahedra about the tin are flattened, indicating a pronounced stannylium character (see Section 7.2).31... 

Triethyltin hydroxide [Et3SnOH] c has been fully characterized structurally and contains trigonal-bipyramidal tin with OH groups in axial positions (Sn O 2.156 and 2.244 A) forming zigzag chains bent at oxygen (O-Sn-0 177.9°, Sn-O-Sn 145.5°) [387]. 

In the early 70s it was announced that organotin compounds had been bonded to such plastics as polystyrene, polymethacrylate, polyester, polyvinyl chloride, and cellulose polymer backbones. " These have been termed organometallic polymers (OMP). Triethyltin hydroxide was allowed to react with a copolymer of styrene-maleic anhydride. These polymers can be incorporated in a marine paint which, when applied, would retain an anti-fouling activity through hydrolytic cleavage of the metal-oxygen-polymer bond. 

Related to the above-mentioned compounds, in the sense that they contain a tin atom linked to an acid nitrogen atom, are N-triethylstannyl-phthalimide and A -triethylstannylsaccharin prepared directly from triethyltin hydroxide and phthalimide or saccharin, respectively (91). All these compounds are reasonably stable to hydrolysis. They can be kept in contact with the atmosphere without decomposition. 

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