For each compound, predict the major product of free-radical bromination.
Remember that bromination is highly selective, and only the most stable radical will be formed.
f. <IMAGE> (2 products)

Verified step by step guidance

1. Identify the structure of the compound provided in the image. Look for the different types of hydrogen atoms present in the molecule, as the abstraction of these hydrogen atoms by bromine radicals will lead to the formation of different radicals.
2. Assess the stability of the radicals that would form after hydrogen abstraction. Remember that tertiary radicals are more stable than secondary radicals, which are more stable than primary radicals. The stability of radicals often determines the major product in free-radical bromination.
3. Predict the formation of the most stable radical by the abstraction of a hydrogen atom from the most substituted carbon atom. This is because the more substituted the carbon atom, the more stable the resulting radical will be.
4. Once the most stable radical is formed, it will react with a bromine molecule (Br2) to form the brominated organic product. Write the structural formula of this product.
5. Since the problem statement mentions the formation of 2 products, repeat the process for the next most stable radical that can form in the molecule, leading to the second major product.

Key Concepts

Free-Radical Bromination

Free-radical bromination is a reaction where bromine (Br2) reacts with alkanes to form alkyl bromides through a radical mechanism. This process involves three main steps: initiation, propagation, and termination. The reaction begins with the homolytic cleavage of the Br-Br bond, generating bromine radicals that can abstract hydrogen atoms from alkanes, leading to the formation of more stable radicals.

Radical Stability

The stability of radicals is a crucial factor in predicting the products of free-radical bromination. Radicals are more stable when they are tertiary (attached to three carbon atoms) compared to secondary or primary radicals. This stability influences which hydrogen atoms are abstracted during the reaction, as the formation of the most stable radical intermediate is favored, leading to the major product.

Selectivity in Bromination

Bromination is known for its selectivity, meaning it preferentially reacts with the most stable radical intermediates. This selectivity arises from the energy differences between the various radical forms; the reaction will favor pathways that lead to the formation of the most stable radical. Understanding this selectivity is essential for predicting the major products in free-radical bromination reactions.