Abstract The electronic and intrinsic chemical reactivity properties of four single ring chain structure organic compounds derived from 1,3-Benzoxazole, based on to mono- and bi-substitution of acceptor and donor fragments of electrons. This theoretical study was motivated by the need to inquire specifically about the effect of electric charge transfer individual and simultaneous of the substitutes into one of the parent compound phenyl rings. The amino and nitro groups were used as fragments, respectively. The results found from this study are important because it provides key aspects to understand mechanisms for the design of novel structures for the development of new materials with appropriate properties and explore their potential use as biomarkers, active media for tunable lasers, or active layers for solar cells and suggest their possible use for these applications based on 27-Phenyl-30-Oxazol-2-Phenyl-1,3-Benzoxazole from the comparative study of their electronic and chemical reactivity properties of 27-Phenyl-30-Oxazol-2-Phenyl-1,3-Benzoxazole and compounds derived. The Gaussian 03 software suite was used as a computer calculation tool, while the calculations were computed by using the hybrid functional that combines Becke’s three-parameter exchange functional with Lee Yang Parr’s correlation functional.