Problem

Here are proton NMR data for 1-bromopropane: Ha: triplet (2H) 3.32ppm; Hb: multiplet (2H...

Here are proton NMR data for 1-bromopropane: Ha: triplet (2H) 3.32ppm; Hb: multiplet (2H) 1.81ppm; Hc: triplet (3H) 0.93ppm. (Relative integrations shown in parentheses.)

a. Through how many bonds can a hydrogen split another hydrogen?

b. According to this splitting rule, does Ha split Hc?

c. Is your answer in part a) consistent with the multiplicity listed for peak clusters a and c?

d. How many hydrogens split Hb?

e. Upon very close inspection of the proton NMR spectrum of 1-bromopropane, you would find that peak cluster b has at least six peaks. Is this consistent with your answer in part d)?

f. Speculate as to why any peak cluster with more than four peaks is listed simply as a "multiplet."

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