Stereoisomer Stability: Understanding the More Stable Stereoisomer

Which stereoisomer is more stable in cis-1-isopropyl-2-methylcyclohexane?

a) The cis-isomer is more stable because of steric hindrance.

b) The trans-isomer is more stable because of steric hindrance.

c) The cis-isomer is more stable because it has lower potential energy.

d) The trans-isomer is more stable because it has lower potential energy.

Answer: The trans-isomer of cis-1-isopropyl-2-methylcyclohexane is more stable due to steric hindrance.

Geometric isomers like cis and trans differ in the bonding alignment on either side of a double bond. The trans-isomer is more linear, hence causing less steric hindrance and having lower energy.

When considering the stability of stereoisomers in cis-1-isopropyl-2-methylcyclohexane, it's important to understand the concept of geometric isomers and steric hindrance. Geometric isomers are molecules that have the same covalent bonds but differ in the spatial arrangement of these bonds, especially in carbon-to-carbon double bonds.

The cis configuration in this molecule indicates that the isopropyl and methyl groups are on the same side of the double bond, leading to a bent carbon backbone. This results in the atoms being close to each other, causing high repulsion and therefore higher energy. On the other hand, the trans configuration places these groups on opposite sides of the double bond, creating a more linear structure with less steric hindrance and lower energy.

Therefore, the trans-isomer of cis-1-isopropyl-2-methylcyclohexane is more stable due to the reduced steric hindrance resulting from its linear structure.

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