By far the most important organolead compound is tetraethyllead, formerly used as an anti-knocking agent.
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The addition of tetraethyllead ( TEL ), a soluble organolead compound added to gasoline was common until it was discontinued for reasons of toxic pollution.
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Other organolead compounds, including homologs of said compounds, are less chemically stable; a lead analog of the next alkane ethane is not even known.
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The oxidizing nature of many organolead compounds is usefully exploited : lead tetraacetate is an important laboratory reagent for oxidation in organic chemistry; tetraethyllead was once produced in larger quantities than any other organometallic compound.
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Its compounds are most commonly found in the + 2 oxidation state, rather than + 4, unlike the lighter group 14 elements; exceptions are mostly limited to organolead compounds, where the positive charge on lead is dispersed and stabilized.
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It forms a semi-covalent dioxide PbO 2; a covalently bonded sulfide PbS; covalently bonded halides; and a range of covalently bonded organolead compounds such as the lead ( II ) mercaptan Pb ( SC 2 H 5 ) 2, lead tetra-acetate Pb ( CH 3 CO 2 ) 4, and the once common, anti-knock additive, tetra-ethyl lead ( CH 3 CH 2 ) 4 Pb.
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