Question

EXTRA CREDIT: There are three commonly encountered reactive carbon intermediates: radicals, sarbocations, and carbanions. But there is a fourth intermediate, called a carbene, which shows up occasionally in reactions. A carbene has two bonds and a lone pair on carbon, but nothing else. For instance, ChC: is called dichlorocarbene and is an intermediate in the following reaction. Provide the mechanism, the reaction coordinate diagram, and the rate law for this reaction. (+6 pts) Cl base CI

Answer 1

The Carbene generation occurs as Sisw H-c-u Hoo carbene T 1 audic proton with alkene undargues cyclo- addition formed Now, Carbene OS: - OI olly is . A mechanism The detailed W .01 (B) electrons have same spin; thereby high energy I rotation, slow . en la Clip (o relatively stable , thus reacts immediately reaction reactants Thus rate lawak Blo] [ Cu2 ] as the depends on the concentration of both Energy profile Energy Reaction o-ordinate