The potential function for rotation about the phenyl-C bond in 3,5-dibromoethylbenzene
- 10 October 1988
- journal article
- research article
- Published by Taylor & Francis in Molecular Physics
- Vol. 65 (2) , 391-401
- https://doi.org/10.1080/00268978800101111
Abstract
The proton N.M.R. spectrum of a sample of 3,5-dibromoethylbenzene dissolved in a liquid-crystalline solvent has been recorded and analysed to yield a set of partially-averaged dipolar couplings, Dij . The Dij are used to test models for the nature of the rotational potential V(ϕ) of the ethyl group about the ring-C bond. It is concluded that V(ϕ) has a minimum at 60°, which contrasts with the predictions of an ab initio molecular orbital calculation for ethyl benzene. The MO calculations find a minimum in V(ϕ) at 90°, which corresponds to the ethyl C-C bond being in a plane orthogonal to the plane of the phenyl ring.Keywords
This publication has 5 references indexed in Scilit:
- An investigation of the potential governing rotation about the O—CH2bond in 4-chloroethoxybenzene by comparing observed and calculated dipolar couplings obtained for a sample dissolved in a nematic solventJournal of the Chemical Society, Faraday Transactions 2: Molecular and Chemical Physics, 1988
- The relative conformation of ring and chain in ethyl- and n-propyl-benzene studied by nuclear magnetic resonance of liquid crystalline solutionsJournal of the Chemical Society, Perkin Transactions 2, 1984
- Study of increasingly crowded phenylethanes by carbon-13 spectroscopy and molecular mechanics calculationsJournal of the American Chemical Society, 1981
- Molecular orbital theory of the electronic structure of organic compounds. XII. Conformations, stabilities, and charge distributions in monosubstituted benzenesJournal of the American Chemical Society, 1972
- The Selective Replacement of the Aromatic Primary Amino Group by Hydrogen in Aromatic--Aliphatic DiaminesJournal of the American Chemical Society, 1949