Look at the above chair cyclohexanes. Determine if each molecule is drawn in its

Question

Look at the above chair cyclohexanes. Determine if each molecule is drawn in its high energy ring flip conformer, low energy ring flip conformer, or if both ring flips are the same energy and determine each molecule is best described as cis, trans, or neither

Br Cl Compound A Compound B Compound C Compound D Compound E CompoundF CompoundG Compound H Look at the above chair cyclohexanes. Determine if each molecule is drawn in its high energy ring flip conformer, low energy ring flip conformer, or if both ring flips are the same energy and select the correct label from the dropdown menu. Determine each molecule is best described as cis, trans, or neither and select the correct label from the dropdown menu

Explanation / Answer

Compound A is drawn as low energy flip conformer as only bromo is in axial position. Inverted flip conformer will have methyl as well as isopropyl group in axial position, resulting in increased strain energy.

Compound B has both the ring flips of the same energy. In either conformation there is always one methyl and one ethyl equitorial as well as axial positions.

Compound C is drawn as high energy flip conformer as bulky tert butyl as well as methyl groups are in axial position and only ethyl is equitorial. Inverted conformer will have methyl and tert butyl in equitorial and only ethyl in axial position decreasing the strain energy.

Compound D is drawn as high energy flip conformer as bulky methyl and ethyl groups are in axial position giving more strain to the molecule. Inverted conformer will have methyl and ethyl in equitorial positio and chloro in axial which is having less strain energy.

Compound E has both the ring flips of the same energy. In either conformations there is always one tert butyl equitorial as well as one tert butyl in axial positions.

Compound F is drawn as high energy flip conformer as there is only ethyl substitutent in axial position. Inverted flip conformer will have ethyl in equitorial position giving less strain to the molecule.

Compound G is drawn as low energy flip conformer as there is only one tert butyl substituent in equitorial position. Inverted flip conformer will have tert butyl in axial position giving more strain to the molecule.

Compound H is drawn as low energy flip conformer as there are two substitutents (ethyl and isopropyl) and both are in equitorial position.

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Cis, tran and neither classification: Cis isomer has two substitutents on different carbon atoms on same side of ring and trans isomer has two substituents on opposite side of ring

Compound E can be best described as cis isomer as both tert butyl groups are on same side of ring.

Compound H can be best described as tran isomer as ethyl and isopropyl group points in opposite direction.

Remaining compounds can not be described as cis or trans.

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