Free Radical Halogenation AAMC test question

[studentofsdn]

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How does 1,2 make sense if chlorine FR Halogenation is supposed to be more affected by the # of sites available rather than regioselectivity from 3 degree to 1 degree?

 

[Czarcasm]

Maybe you should warn others before posting a test-question directly to Q&A. Some people haven't been exposed to that testing material yet and posting the answers impacts the validity of their scores.

 

[DrknoSDN]

Maybe you missed that the hydrogen was removed from the chiral carbon. Chiral carbon is carbon 2.

With HCl yes you are right, position and number of hydrogens is a factor. Here it is said explicitly to be at the chiral carbon making selectivity a non-issue.

Your right that HCl has low selectivity when adding and that 1,4 would be the most common product, but the word "only" should tip you off that's not right because you could also get 1,3 and 1,2 if it could add anywhere.

 

[studentofsdn]

Maybe you missed that the hydrogen was removed from the chiral carbon. Chiral carbon is carbon 2.

With HCl yes you are right, position and number of hydrogens is a factor. Here it is said explicitly to be at the chiral carbon making selectivity a non-issue.

Your right that HCl has low selectivity when adding and that 1,4 would be the most common product, but the word "only" should tip you off that's not right because you could also get 1,3 and 1,2 if it could add anywhere.

Oh word, you right. I totally misread the question and missed the part about the abstracted H being from the chiral carbon. I need to be more thorough when I read these things. Thanks a lot!