Geminal bis(l-pyrazolyl)alkanes have been synthesized by (1) the reaction of pyrazole with methylene bromide at 150°, (2) the reaction of pyrazolide ion or C-substituted pyrazolide ion with methylene iodide (tetrakis-(l-pyrazolyl)methane was prepared analogously), and (3) the acid-catalyzed reaction of pyrazole or C-substituted pyrazole with acetals or ketals. At 200°route 1 leads to 4,4'-dipyrazolylmethane which, upon reaction with boranes, gives a pyrazabole polymer. Similar polymers were prepared from 3,5,3 ',5 '-tetramethyl-4,4'-xylylenedipyrazole. Tris(l -pyrazolyl)methane, HC(pz)3, acts as a neutral tridentate ligand of C3v symmetry, isosteric with the hydrotris(l -pyrazolyl)borate, ion and displays a wealth of coordination chemistry. It forms water-soluble

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