NMR Chapter 13 1 H-NMR Spectroscopy CHEMISTRY 220 Spring 2003
MEK (2-butanone) a b c Signal b expanded Signal c expanded Integration: ____mm #protons a - 58 3 b - 40 2 c - 59 3 Splitting: ____Multiplet “sees” a - singlet 0 H’s b - quartet 3 H’s c - triplet 2 H’s
Coupling Trees for MEK
Butanal Integration: ____mm #protons a - 33 1 b - 65 2 c - 98 3 Splitting: ____Multiplet “sees” a - singlet 0 H’s b - d of q 3 H’s c - triplet 2 H’s a b c Signal b expanded Signal c expanded
Coupling Trees for Butanal
1,3-Dibromopropane 4 2 a b a Plane of symmetry b b (quintet) a (triplet) identical
Isopropyl butanoate a b c d e Integral a – 3p b – 6p c – 2p d – 2p e – 1p a b c e d e (septet) d (t) c (sextet) b (d) a (t)
p-Methylbenzoic acid Effect of an electron withdrawing group a b c d Deshielded by resonance
1-Methoxy-4-methylbenzene Effect of an electron donating group a b cd Shielded by resonance
Deuterated Solvents Deuterium ( 2 H) has a spin quantum No. of 1. Deuterium does not couple to protons ( 1 H). Different deuterated solvents can affect chemical shifts.