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Unformatted text preview: a possible hydrogen bond between the hydroxyl groups. Recall, a hydrogen bond is worth ~1 kcal/mol, which is apparently enough to offset the gauche interaction. We can estimate the gauche interaction is worth slightly less than 0.88 kcal/mol (methyl-methyl gauche = 0.88 kcal/mol; hydroxyl groups are smaller than methyl groups, but a C–O bond is shorter than a C–C bond). possible hydrogen bond Answer Key...
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This note was uploaded on 03/07/2011 for the course CHEM 272 taught by Professor Jarrett,j during the Spring '08 term at University of Hawaii, Manoa.
- Spring '08
- Organic chemistry