Related Experiment Video
Updated: Aug 8, 2026

Isotopic Effect in Double Proton Transfer Process of Porphycene Investigated by Enhanced QM/MM Method
Published on: July 19, 2019
Effect of dimerization and racemization processes on the electron density and the optical rotatory power of hydrogen
Krzysztof Zborowski1, Ibon Alkorta, Jose Elguero
1Instituto de Química Médica (CSIC), Juan de la Cierva, Madrid, Spain.
Abstract:
The variation of the electron density properties and optical rotatory power of the monomers and dimers of seven monosubstituted hydrogen peroxide derivatives, HOOX (X = CCH, CH(3), CF(3), t-Bu, CN, F, Cl), upon racemization has been studied using DFT (B3LYP/6-31+G) and MP2 (MP2/6-311+G) methods. The geometrical results have been rationalized on the basis of natural bond orbital (NBO) analysis. The atomic partition of the electron density properties within the atoms in molecules (AIM) methodology has allowed investigating the energy and charge redistribution in the different structures considered. The calculated optical rotatory power (ORP) of the dimers are, in general, twice of the values obtained for the monomers.
Related Concept Videos
Regioselectivity of Electrophilic Additions-Peroxide Effect
Stereochemical Effects of Enolization
Radical Anti-Markovnikov Addition to Alkenes: Overview
Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration
Properties of Enantiomers and Optical Activity
Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids

