Organolead compound, preparation from

Cycloaddition reactions are used to prepare organolead compounds with functionalized substituents. (Triphenylplumbyl)pyrazole, 95, can be prepared from triorganoplumbylalkynes by 1,3-dipolar cycloadditions with diazomethane196 ... 

In the last few years, the interest in organolead(rv) compounds has moved from preparative aspects more to the analytical detection of such compounds or their decomposition products. On the other hand, the synthesis and characterization of low-valent organolead compounds has experienced an impressive increase numerous remarkable results have been achieved, and these constitute the major part of this survey. 

An attempt to prepare tetrakis(pentafluorophenyl)lead analogously from lead dichloride, pentafluorophenyllithium, and pentafluoroiodobenzene failed, although the action of pentafluorophenylmagnesium bromide on lead dichloride in the presence of benzyl chloride gave the mixed organolead compound ... 

During the Second World War a number of triorganolead-substituted sulfonamides, phthalimides, and a sulfimide were prepared and tested as potential sternutators 111, 112,113). The methods of preparation included the reaction of triethyl- or tripropyllead chloride with the sodium derivative of a sulfonamide, and the reaction between triethyl- or tripropyllead hydroxide and a sulfonamide. Both reactions were generally carried out in ethanol, and the product was precipitated by the addition of water. This demonstrates the hydrolytic stability of these compounds. The phthalimides and the sulfimide were prepared from the organolead hydroxides. They show the same high hydrol)rtic stability. 

The presence of tetra-organolead compounds in fuels is detected by first decolorizing the fuel from added dye with activated charcoal. A drop of fuel is placed on a filter paper and irradiated under an ultraviolet lamp, hence evaporating fuel and decomposing the organo-lead. Lead is then detected by adding a drop of freshly prepared 0-1 % solution of dithizone in chloroform. A deep red spot of lead dithizonate indicates presence of lead, and retention of the green dithizone colour indicates absence of the metali. ... 

Now that such reagents as -C3F7Li, CjFsLi, and CF2 CFMgBr have been obtained there seems no reason why a variety of fluorocarbon-lead compounds cannot be prepared from organolead halides. ... 

This chapter comprises organolead derivatives of mineral acids. Included are compounds derived from acids having an oxo or hydroxy group substituted by fluor or an organic group. The compounds summarized in Table 28 + are prepared by methods from the following scheme. 

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