Solving Anti-Markovnikov Addition Rxns with Peroxide

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The discussion focuses on the anti-Markovnikov addition of HBr to alkenes in the presence of peroxides, which generates bromine radicals that add to the least substituted carbon. The user seeks clarification on the stereochemistry of the products from three specific reactions. They propose that the reactions yield racemic mixtures, with the first and third reactions producing two products each, while the second reaction results in two different racemic mixtures. There is confusion regarding the total number of products for the second reaction, with a question about the potential migration of the double bond. The ambiguity in the textbook's stereochemistry description is noted as a source of frustration.
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I'm trying to solve some organic chem reactions out of a new textbook with an answer key that's confusing me. All three rxns involve anti-markovnikov addition of HBr to an alkene using a peroxide. A peroxide radical generates a bromine radical, the electrophile which then adds to the least subsituted carbon. I would think that these rxns would be non-sterospecific, thus generating a maximum of four different products. Here are the reactions and what I think the answers should be.

I don't care about exact answers I'm just want to confirm stereochemistry:

1) 2-methylpropene +HBr + peroxide--->a racemic mix of two products, right?

2) 1-methylcyclopropene+HBr+peroxide---> 2 different racemic mixtures, four total different products

3) 1-phenylpropene + HBr +peroxide---->again, a racemic mixture of two product


My book is ambiguous in it's description of stereochem for the products, perhaps because it's an advanced text which just assumes this stuff is obvious.
 
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edit: OOPS! My bad...
I don't get 4 products for 2). Do you postulate that the double bond migrates?
 

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