Polarity, polarizability, and structure of esters 7. Electronic and steric structure of clcoocclnh3-n chlorinated chloroformates

Mono-, di-, and trichloromethyl chloroformates were investigated by dipole moments, Kerr effect, and nuclear quadrupole resonance (NQR) methods. It was determined that chloromethyl chloroformate exists in solution in synclinal conformation with respect to the O-Csp bond with COCCl dihedral angle 90±10°. The n,σ interaction occurring in it is close in magnitude to that in chloroalkyl formates and acetates. Dichloromethyl chloroformate exists in the crystal in the sc, ap conformation at the O-Csp bond. In chlorinated chloroformates, the orbital n,π and n,σ interactions are in a state of competition.