Although conducting polymers have various potential applications, lack of solubility is an impediment in their direct application to material surfaces. Synthesis of alkyl pyrrole monomers and subsequent polymerization into soluble conducting polymers are aimed as alternatives to conventional methods of application of conducting polymers on substrates. Alkyl chains are attached to a pyrrole ring to produce solubility in the resulting conducting polypyrroles, which allow direct application of conductive polymer emulsions to any desired surface. Friedel-Crafts acylation of the tosyl-protected pyrrole provides high yields of the 3-acylated product. The conductivity values of poly-3- and 3, 4-substituted pyrroles are generally less than the unmodified polypyrrole. Increasingly bulkier groups attached to the pyrrole means lower conductivity of the resultant polymer. As the carbon chain length attached to the 3-position of pyrrole increases, the solubility also increases. However, the magnitude of change in conductivity of films and pellets of soluble conducting polypyrroles over the alkyl range is not significant.