Solve the following structures from their spectra.  Correlate the NMR peaks with the structure.  Make a  summary tables for each (Both proton and C-13) and give a proper name for each compound.

 

Molecular Formula

Proton chemical shifts (multiplicity, integration)

multiplicity d-doublet t-triplet q-quartet m-multiplet

Carbon Chemical shifts (dept results, intensity)

u-up n- not there d-down three results from bottom to top on dept spectra.

a) C4H9Br

1.0  (t,3) 1.7(d,3) 1.8(m,2) 4.1(m,1)

12(unu,1) 26(unu,1) 34(und,1) 53(uuu,1)

b) C4H8Br2

2.0(t,4) 3.4(t,4)

31.0 (und,2) 32.5 (und,2)

c) C3H7Br

1.3 (d, 6) 3.8(m, 1)

28.5(uuu,1) 45.4 (unu,2)

d) C5H11Cl

0.9 (d,6) 1.4(m,1),1.9(q,2) 3.6(t,2)

22(unu,2) 26(uuu,1) 42(und,1) 43(und,1)