Difluoro(methylene)cyclopropanes (F2MCPs) were prepared directly by difluorocarbene addition to allenes, and the resulting F2MCPs were converted into a variety of difluoro(methylene)cyclopropane derivatives through Heck reactions and electrophilic substitutions. The ring‐opening reactions of F2MCPs with I2 are reported and a plausible reaction mechanism is also discussed. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)