In this work, we report a theoretical study on the interactions between 1,3-butanediol and chiral hydrogen peroxide. The complexes formed between two isolated chiral hydrogen peroxide (R and S) and 1,3-butanediol molecules have been investigated by using B3LYP method at different basis set levels. Four pairs of equilibrium structures have been determined: one pair is a one hydrogen bonded structure and the others are cyclic double hydrogen bonded structures at the largest basis level. The optimized geometric parameters, interaction energies, and chirodiastatic energy for various isomers at different levels are estimated. The infrared spectrum frequencies and IR intensities for various complexes are reported.