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NMR Chapter 13

NMR Chapter 13. 1 H-NMR Spectroscopy CHEMISTRY 220 Spring 2003. MEK (2-butanone). a. Integration: ____ mm #protons a - 58  3 b - 40  2 c - 59  3. Signal c expanded. Signal b expanded. Splitting: ____ Multiplet “sees”

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NMR Chapter 13

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  1. NMR Chapter 13 1H-NMR Spectroscopy CHEMISTRY 220 Spring 2003

  2. MEK (2-butanone) a Integration: ____mm #protons a - 58  3 b - 40  2 c - 59  3 Signal c expanded Signal b expanded Splitting: ____Multiplet “sees” a - singlet  0 H’s b - quartet  3 H’s c - triplet  2 H’s c b

  3. Coupling Trees for MEK

  4. Butanal Integration: ____mm #protons a - 33  1 b - 65  2 c - 98  3 Signal b expanded Signal c expanded c a Splitting: ____Multiplet “sees” a - singlet  0 H’s b - d of q  3 H’s c - triplet  2 H’s b

  5. Coupling Trees for Butanal

  6. 1,3-Dibromopropane Plane of symmetry identical a a 2 b 4 a (triplet) b b (quintet)

  7. Isopropyl butanoate b (d) b b c e a (t) a d Integral a – 3p b – 6p c – 2p d – 2p e – 1p d (t) c (sextet) e (septet) a d e c

  8. p-Methylbenzoic acid • Effect of an electron withdrawing group a Deshielded by resonance b c d

  9. 1-Methoxy-4-methylbenzene • Effect of an electron donating group a b Shielded by resonance d c

  10. Deuterated Solvents • Deuterium (2H) has a spin quantum No. of 1. • Deuterium does not couple to protons (1H). • Different deuterated solvents can affect chemical shifts.

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