| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5395317 | Computational and Theoretical Chemistry | 2011 | 5 Pages |
Abstract
The conformational isomerism of 2-haloethanols and their methyl ethers has been theoretically investigated in the isolated state and rationalized on the basis of intramolecular interactions. One of the gauche conformers of 2-haloethanols is significantly more stable than the remaining forms, particularly due to intramolecular hydrogen bonding OHâ¯X. Natural bond orbital analysis and comparison with the corresponding methyl ethers, which do not experience intramolecular hydrogen bonding, reinforce this finding. The electrostatic nature of the hydrogen bonding was found to be preponderant, while the hyperconjugative contribution for this interaction increases on going from F to I.
Related Topics
Physical Sciences and Engineering
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Physical and Theoretical Chemistry
Authors
Felipe R. Souza, Matheus P. Freitas,