Looking down the bond between oxygen and the central carbon, Formal prefers the

Question

Looking down the bond between oxygen and the central carbon, Formal prefers the gauche conformation to the anti conformation by ~2 kcal/mol (approx. 30-fold preference at room temperature). Which of these statements explains this unexpected preference?

Looking down the bond between oxygen and the central carbon, Formal prefers the gauche conformation to the anti conformation by ~2 kcal/mol (approx. 30-fold preference at room temperature). Which of these statements explains this unexpected preference?

The methyl group prefers to be gauche to oxygen because it is smaller than hydrogen. The gauche conformation is favored because it permits a favorable interaction between a lone pair on oxygen and the (CO) antibond on the neighboring carbon (electronic factors). The methyl group prefers to be gauche to oxygen so it can engage in a stabilizing H bonding (hydrogen bonding) interaction.

Explanation / Answer

answer : The gauche conformation is favored because it permits a favorable interaction between a lone pair on oxygen and the (CO) antibond on the neighboring carbon (electronic factors).

remaining two ootions are wrong reasons

explanation :

(1)

The methyl group prefers to be gauche to oxygen because it is smaller than hydrogen. it is wrong

methyl group is larger than hydrogen always

(3)

The methyl group prefers to be gauche to oxygen so it can engage in a stabilizing H bonding (hydrogen bonding) interaction.

there is no hydrogen bonding interaction between CH3 hydrogen and ether lone pair oxygen. because here O is not polar and CH3 hydrogens are not having partially positive charge

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