Chapter L4, Problem 3E

Here are proton NMR data for 1-bromopropane: ${\text{H}}_{\text{a}}$ : triplet (2H) 3.32ppm; ${\text{H}}_{\text{b}}$ : multiplet (2H)1.81ppm; ${\text{H}}_{\text{c}}$ : 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 ${\text{H}}_{\text{a}}$ split ${\text{H}}_{\text{c}}$ ?
c. Is your answer in part a) consistent with the multiplicity listed for peak clusters a and c?
d. How many hydrogenssplit ${\text{H}}_{\text{b}}$ ?
e. Upon very close inspection of the proton NMR spectrum of 1-bromopropane, you wouldfind 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."