A
diradical in
organic chemistry is a
molecular species with two
electrons occupying two
degenerate molecular orbitals (MO). They are known by their higher reactivities and shorter lifetimes. In a broader definition diradicals are even-electron molecules that have one fewer bond than the number permitted by the standard rules of valence. If the electrons are of antiparallel
spin, the molecule is said to be in a
singlet state. Alternatively, the electrons can be of parallel spin, which constitutes being in the
triplet state. The related
radical has just one free electron. The phrases
singlet and
triplet are derived from the multiplicity of states of diradicals in
electron spin resonance: a singlet diradical has one state (S=0, Ms=2*0+1=1, ms=0) and exhibits no signal in EPR and a triplet diradical has 3 states (S=1, Ms=2*1+1=3, ms=-1;0;1) and shows in EPR 2 peaks (if no hyperfine splitting).