Question 1

Deduce the identity of the following compound from the ¹³C NMR data given. C₄H₇Br: δ 18.0 (quartet), 33.0 (triplet), 128.0 (doublet), 131.0 (doublet) (ppm)

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Question 2

Using the scale below, draw the ¹H NMR spectrum for isobutyl acetate, shown below. Present the peaks with correct splitting patterns and at the approximate chemical shift (+/- 0.5 ppm). Just above each peak, indicate the relative integration value of each type of hydrogen.

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Question 3

Deduce the identity of the following compound from the ¹³C NMR data given. C₄H₁₀O: δ 10.0 (quartet), 22.9 (quartet), 32.0 (triplet), 69.6 (doublet) (ppm)

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Question 4

Provide a structure that is consistent with the data below. C₅H₁₀O IR (cm^-1): 2950, 1720 ¹H NMR ( d): 2.6 (1H, septet), 2.1 (3H, s), 1.0 (6H, d) ¹³C NMR (d ): 195 (s), 42 (d), 18 (q), 11 (q)

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Question 5

How might the two trimethylcyclohexane isomers shown below be most readily distinguished using NMR?

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Question 6

Provide a structure that is consistent with the data below. C₆H₁₀ IR (cm^-1): 2950, 2230 ¹H NMR ( d): 2.0 (1H, septet), 1.8 (3H, s), 0.9 (6H, d) ¹³C NMR (d ): 78 (s), 72 (s), 45 (d), 18 (q), 15 (q)

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Question 7

Deduce the identity of the compound whose molecular formula is C₈H₁₄ from the spectral data provided: IR (cm^-1): 2950, 2180; ¹H NMR (δ): 0.9 (3H, t), 1.0 (9H, s), 2.3 (2H, q) (ppm).

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Question 8

Deduce the identity of the following compound from the ¹H NMR data given. C₄H₁₁N: δ 0.90 (3H, triplet), 1.07 (3H, doublet), 1.14 (2H, broad singlet), 1.34 (2H, multiplet), 2.79 (1H, multiplet) (ppm)

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Question 9

Deduce the identity of the following compound from the ¹³C NMR data given. C₈H₈O: δ 26.4 (quartet), 128.0 (doublet), 128.3 (doublet), 133.0 (doublet), 137.0 (singlet), 198.0 (singlet) (ppm)

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Question 10

Deduce the identity of the following compound from the ¹³C NMR data given. C₆H₁₂O: δ 29.80 (quartet), 30.82 (singlet), 56.53 (triplet), 203.36 (doublet) (ppm)

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Question 11

Deduce the identity of the following compound from the ¹H NMR data given. C₈H₁₈O: δ 0.89 (6H, doublet), 1.87 (1H, multiplet), 3.17 (2H, doublet)(ppm)

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Question 12

Why is Fourier transform NMR spectroscopy preferred over continuous wave as a technique for

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Question 13

Deduce the identity of the following compound from the ¹H NMR data given. C₆H₁₀O₂: δ 2.19 (3H, singlet), 2.70 (2H, singlet) (ppm)

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Question 14

Deduce the identity of the following compound from the ¹H NMR data given. C₅H₁₂O: δ 1.0 (3H, triplet), 1.2-1.8 (6H, multiplet), 3.0 (1H, broad singlet), 3.8 (2H, triplet) (ppm)

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Question 15

Deduce the identity of the following compound from the ¹H NMR data given. C₇H₁₂O₄: δ 1.3 (6H, triplet), 3.4 (2H, singlet), 4.2 (4H, quartet) (ppm)

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Question 16

Deduce the identity of the following compound from the spectral data given. C₈H₁₀: ¹H NMR, δ 1.20 (3H, triplet), 2.60 (2H, quartet), 7.12 (5H, singlet) (ppm); IR, 3050, 2970, MS, m/z 91

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Question 17

Deduce the identity of the compound whose molecular formula is C₄H₈O₃ from the spectral data provided: IR (cm^-1): 2800-3300 (broad), 2950, 1750; ¹³C NMR (δ): 17.7 (q), 65.4 (q), 72.3 (d), 210.8 (s) (ppm)

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Question 18

Deduce the identity of the following compound from the ¹H NMR data given. C₇H₇NO₃: δ 3.9 (3H, singlet), 6.9 (2H, doublet), 8.1 (2H, doublet) (ppm)

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Question 19

Provide a structure that is consistent with the data below. C₅H₈Cl₂ IR (cm^-1): 2950 ¹H NMR ( d): 1.4 (4H, t), 1.2 (4H, t) ¹³C NMR (d ): 62 (s), 26 (t), 23 (t)

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Question 20

Provide a structure that is consistent with the data below. C₇H₁₄O₂ IR (cm^-1): 2950, 1740 ¹H NMR ( d): 2.3 (2H, q), 1.0 (3H, t), 0.9 (9H, s) ¹³C NMR (d ): 185 (s), 78 (s), 29 (t), 14 (q), 12 (q)

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Quiz 13: Nuclear Magnetic Resonance Spectroscopy

Deduce the identity of the following compound from the 13C NMR data given. C4H7Br: δ 18.0 (quartet), 33.0 (triplet), 128.0 (doublet), 131.0 (doublet) (ppm)

Using the scale below, draw the 1H NMR spectrum for isobutyl acetate, shown below. Present the peaks with correct splitting patterns and at the approximate chemical shift (+/- 0.5 ppm). Just above each peak, indicate the relative integration value of each type of hydrogen.

Deduce the identity of the following compound from the 13C NMR data given. C4H10O: δ 10.0 (quartet), 22.9 (quartet), 32.0 (triplet), 69.6 (doublet) (ppm)

Provide a structure that is consistent with the data below. C5H10O IR (cm-1): 2950, 1720 1H NMR ( d): 2.6 (1H, septet), 2.1 (3H, s), 1.0 (6H, d) 13C NMR (d ): 195 (s), 42 (d), 18 (q), 11 (q)

How might the two trimethylcyclohexane isomers shown below be most readily distinguished using NMR?

Provide a structure that is consistent with the data below. C6H10 IR (cm-1): 2950, 2230 1H NMR ( d): 2.0 (1H, septet), 1.8 (3H, s), 0.9 (6H, d) 13C NMR (d ): 78 (s), 72 (s), 45 (d), 18 (q), 15 (q)

Deduce the identity of the compound whose molecular formula is C8H14 from the spectral data provided: IR (cm-1): 2950, 2180; 1H NMR (δ): 0.9 (3H, t), 1.0 (9H, s), 2.3 (2H, q) (ppm).

Deduce the identity of the following compound from the 1H NMR data given. C4H11N: δ 0.90 (3H, triplet), 1.07 (3H, doublet), 1.14 (2H, broad singlet), 1.34 (2H, multiplet), 2.79 (1H, multiplet) (ppm)

Deduce the identity of the following compound from the 13C NMR data given. C8H8O: δ 26.4 (quartet), 128.0 (doublet), 128.3 (doublet), 133.0 (doublet), 137.0 (singlet), 198.0 (singlet) (ppm)

Deduce the identity of the following compound from the 13C NMR data given. C6H12O: δ 29.80 (quartet), 30.82 (singlet), 56.53 (triplet), 203.36 (doublet) (ppm)

Deduce the identity of the following compound from the 1H NMR data given. C8H18O: δ 0.89 (6H, doublet), 1.87 (1H, multiplet), 3.17 (2H, doublet)(ppm)

Why is Fourier transform NMR spectroscopy preferred over continuous wave as a technique for

Deduce the identity of the following compound from the 1H NMR data given. C6H10O2: δ 2.19 (3H, singlet), 2.70 (2H, singlet) (ppm)

Deduce the identity of the following compound from the 1H NMR data given. C5H12O: δ 1.0 (3H, triplet), 1.2-1.8 (6H, multiplet), 3.0 (1H, broad singlet), 3.8 (2H, triplet) (ppm)

Deduce the identity of the following compound from the 1H NMR data given. C7H12O4: δ 1.3 (6H, triplet), 3.4 (2H, singlet), 4.2 (4H, quartet) (ppm)

Deduce the identity of the following compound from the spectral data given. C8H10: 1H NMR, δ 1.20 (3H, triplet), 2.60 (2H, quartet), 7.12 (5H, singlet) (ppm); IR, 3050, 2970, MS, m/z 91

Deduce the identity of the compound whose molecular formula is C4H8O3 from the spectral data provided: IR (cm-1): 2800-3300 (broad), 2950, 1750; 13C NMR (δ): 17.7 (q), 65.4 (q), 72.3 (d), 210.8 (s) (ppm)

Deduce the identity of the following compound from the 1H NMR data given. C7H7NO3: δ 3.9 (3H, singlet), 6.9 (2H, doublet), 8.1 (2H, doublet) (ppm)

Provide a structure that is consistent with the data below. C5H8Cl2 IR (cm-1): 2950 1H NMR ( d): 1.4 (4H, t), 1.2 (4H, t) 13C NMR (d ): 62 (s), 26 (t), 23 (t)

Provide a structure that is consistent with the data below. C7H14O2 IR (cm-1): 2950, 1740 1H NMR ( d): 2.3 (2H, q), 1.0 (3H, t), 0.9 (9H, s) 13C NMR (d ): 185 (s), 78 (s), 29 (t), 14 (q), 12 (q)

Deduce the identity of the following compound from the ¹³C NMR data given. C₄H₇Br: δ 18.0 (quartet), 33.0 (triplet), 128.0 (doublet), 131.0 (doublet) (ppm)

Using the scale below, draw the ¹H NMR spectrum for isobutyl acetate, shown below. Present the peaks with correct splitting patterns and at the approximate chemical shift (+/- 0.5 ppm). Just above each peak, indicate the relative integration value of each type of hydrogen.

Deduce the identity of the following compound from the ¹³C NMR data given. C₄H₁₀O: δ 10.0 (quartet), 22.9 (quartet), 32.0 (triplet), 69.6 (doublet) (ppm)

Provide a structure that is consistent with the data below. C₅H₁₀O IR (cm^-1): 2950, 1720 ¹H NMR ( d): 2.6 (1H, septet), 2.1 (3H, s), 1.0 (6H, d) ¹³C NMR (d ): 195 (s), 42 (d), 18 (q), 11 (q)

Provide a structure that is consistent with the data below. C₆H₁₀ IR (cm^-1): 2950, 2230 ¹H NMR ( d): 2.0 (1H, septet), 1.8 (3H, s), 0.9 (6H, d) ¹³C NMR (d ): 78 (s), 72 (s), 45 (d), 18 (q), 15 (q)

Deduce the identity of the compound whose molecular formula is C₈H₁₄ from the spectral data provided: IR (cm^-1): 2950, 2180; ¹H NMR (δ): 0.9 (3H, t), 1.0 (9H, s), 2.3 (2H, q) (ppm).

Deduce the identity of the following compound from the ¹H NMR data given. C₄H₁₁N: δ 0.90 (3H, triplet), 1.07 (3H, doublet), 1.14 (2H, broad singlet), 1.34 (2H, multiplet), 2.79 (1H, multiplet) (ppm)

Deduce the identity of the following compound from the ¹³C NMR data given. C₈H₈O: δ 26.4 (quartet), 128.0 (doublet), 128.3 (doublet), 133.0 (doublet), 137.0 (singlet), 198.0 (singlet) (ppm)

Deduce the identity of the following compound from the ¹³C NMR data given. C₆H₁₂O: δ 29.80 (quartet), 30.82 (singlet), 56.53 (triplet), 203.36 (doublet) (ppm)

Deduce the identity of the following compound from the ¹H NMR data given. C₈H₁₈O: δ 0.89 (6H, doublet), 1.87 (1H, multiplet), 3.17 (2H, doublet)(ppm)

Deduce the identity of the following compound from the ¹H NMR data given. C₆H₁₀O₂: δ 2.19 (3H, singlet), 2.70 (2H, singlet) (ppm)

Deduce the identity of the following compound from the ¹H NMR data given. C₅H₁₂O: δ 1.0 (3H, triplet), 1.2-1.8 (6H, multiplet), 3.0 (1H, broad singlet), 3.8 (2H, triplet) (ppm)

Deduce the identity of the following compound from the ¹H NMR data given. C₇H₁₂O₄: δ 1.3 (6H, triplet), 3.4 (2H, singlet), 4.2 (4H, quartet) (ppm)

Deduce the identity of the following compound from the spectral data given. C₈H₁₀: ¹H NMR, δ 1.20 (3H, triplet), 2.60 (2H, quartet), 7.12 (5H, singlet) (ppm); IR, 3050, 2970, MS, m/z 91

Deduce the identity of the compound whose molecular formula is C₄H₈O₃ from the spectral data provided: IR (cm^-1): 2800-3300 (broad), 2950, 1750; ¹³C NMR (δ): 17.7 (q), 65.4 (q), 72.3 (d), 210.8 (s) (ppm)

Deduce the identity of the following compound from the ¹H NMR data given. C₇H₇NO₃: δ 3.9 (3H, singlet), 6.9 (2H, doublet), 8.1 (2H, doublet) (ppm)

Provide a structure that is consistent with the data below. C₅H₈Cl₂ IR (cm^-1): 2950 ¹H NMR ( d): 1.4 (4H, t), 1.2 (4H, t) ¹³C NMR (d ): 62 (s), 26 (t), 23 (t)

Provide a structure that is consistent with the data below. C₇H₁₄O₂ IR (cm^-1): 2950, 1740 ¹H NMR ( d): 2.3 (2H, q), 1.0 (3H, t), 0.9 (9H, s) ¹³C NMR (d ): 185 (s), 78 (s), 29 (t), 14 (q), 12 (q)