15. Analytical Techniques:IR, NMR, Mass Spect

How many distinct signals would you expect to see in the ¹H NMR spectrum of the following molecules? [Ignore diastereotopic hydrogens for the sake of this assessment.]

(f)

Radical chlorination, a reaction studied in Chapters 5 and 11, replaces a hydrogen with a chlorine. Assuming there is no regioselectivity (all hydrogens can react equally), how many different chloroalkanes are possible upon reaction of each alkane with one equivalent of Cl₂

(a)

(b)

(c)

(d)