Unformatted text preview: 2. Studies of 1,2-ethanediol (HOCH 2 CH 2 OH) surprisingly show that the conformer in which the alcohol groups are gauche to each other is more stable than the conformer in which the alcohol groups are anti to each other. However, for 1,2-dimethoxyethane (CH 3 OCH 2 CH 2 OCH 3 ), the anti conformation is favoured, as predicted. a) Draw Newman projections for the gauche and anti conformers of 1,2-ethanediol and of 1,2-dimethoxyethane. b) Why is the gauche form of 1,2-ethanediol more stable than the anti form? Draw a picture of the important stabilizing factor. 3. Consider the trisubstituted cyclohexane molecule below. Draw the two possible chair conformations for this molecule and, explaining your reasoning, state which conformation will be more stable. CN F...
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- Spring '10
- Organic chemistry, Conformational isomerism, Chemical bond, Cyclohexane conformation, Isomer, CHM 138H TUTORIAL