Chemiluminescent 1, 2-dioxetanes with the deuterated methoxy group derived from the photo-oxidation of new novel alkenes which are synthesized by the coupling reaction of a substituted aromatic esters and spiro-fused ketones with or without a fa-electron system in the ring or carbon-carbon double bonds in spiro-fused ring are reported.The deuterium group in the 1,2-dioxetane was introduced by substituted aromatic ester which was synthesized by the esterification reaction in deuterated solvent or spiro-fused hydroxy substituted ketone which was reacted with deuterated iodomethane to give ether linkage.Seven pairs of deuterated and non-deuterated 1,2-dioxetanes have been preparedThe quantum yield of experiments in tris-buffer show the effect of deuterium group on the decomposition of 1,2-dioxetanes and is dependent on the substitution in the Ph ring and spiro-fused ring.This is the first report of the deuterium containing dioxetanes and the effect of deuterium group on quantum yield of 1, 2-dioxetanes.