Which product is obtained in greater yield from the...

Which product is obtained in greater yield from the preceding reaction? Solution The methyl group attached to the $s p^{3}$ carbon in the reactant is sticking up, so it provides some steric hindrance to the approach of the chloride ion from above the planar carbocation. As a result, the product obtained in greater yield is the one formed by the approach of the chloride ion from below the plane.

Which product is obtained in greater yield from the preceding reaction?
Solution The methyl group attached to the $s p^{3}$ carbon in the reactant is sticking up, so it provides some steric hindrance to the approach of the chloride ion from above the planar carbocation. As a result, the product obtained in greater yield is the one formed by the approach of the chloride ion from below the plane.

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Key Concepts

Steric Hindrance

Steric hindrance involves the physical obstruction created by bulky groups within a molecule that can impede the approach of reactive species. This factor can influence the pathway of a reaction by making one face of a planar intermediate less accessible to a nucleophile, thus directing the reaction toward a preferred product.

Nucleophilic Attack

Nucleophilic attack is the step in a reaction where a nucleophile donates electrons to an electron-deficient center, such as a carbocation. The accessibility of the reactive center, influenced by steric factors, determines the preferred direction of attack, which can lead to the major and minor stereochemical outcomes in a reaction.

Carbocation Intermediate

A carbocation intermediate is a positively charged species formed during the mechanism of certain reactions, such as SN1 reactions. Its planar geometry allows for nucleophilic attack from either face, which can lead to the formation of different stereoisomers, depending on which side the nucleophile approaches.

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