Question 1

Predict the number of signals expected, their splitting, and their relative area in the ¹H NMR spectrum of (CH₃)₃CCHO.

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Question 2

Give the integration and splitting pattern for the indicated signals in the ¹H NMR spectrum. A)a = 3H, triplet; d = 1H, singlet B)a = 2H, triplet; d = 1H, singlet C)a = 3H, triplet, d = 1H, singlet D)a = 2H, triplet; d = 2H, doublet E)a = 3H, triplet; d = 1H, triplet

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Question 3

Deduce the identity of the following compound from the spectral data given. C₉H₁₀O₂: ¹³C NMR, δ 18.06 (quartet), 45.40 (doublet), 127.32 (doublet), 127.55 (doublet), 128.61 (doublet), 139.70 (singlet), 180.98 (singlet); IR, broad 3500-2800, 1708 cm^-1

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Question 4

Deduce the identity of the following compound from the spectral data given. C₅H₁₀O: ¹H NMR, δ 1.2 (6H, doublet), 2.1 (3H, singlet), 2.8 (1H, septet); IR, 2980, 1710 cm^-1; MS, m/z 71,

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Question 5

Predict the number of signals expected, their splitting, and their relative area in the ¹H NMR spectrum of 1,2-dichloroethane (ClCH₂CH₂Cl).

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Question 6

Deduce the identity of the following compound from the ¹H NMR data given. C₄H₇BrO: δ 2.2 (3H, singlet), 3.5 (2H, triplet), 4.5 (2H, triplet)

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Question 7

Predict the number of signals expected, their splitting, and their relative area in the ¹H NMR spectrum of CH₃CH₂OCH₃.

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Question 8

An unknown compound, C₄H₈Br₂, gave the following proton NMR data: Singlet at 1.97 ppm (6H) Singlet at 3.89 ppm (2H) What is the compound?

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Question 9

Deduce the structure from the data given: C₇H₁₆O; ¹H NMR δ (integration, coupling): 0.9 (9H, s), 1.5 (2H, t), 3.5 (3H, s), 3.8 (2H, t).

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Question 10

Deduce the identity of the following compound from the spectral data given. C₇H₁₀O₂: ¹H NMR, δ 1.16 (3H, singlet), 2.21 (2H, singlet); ¹³C NMR, δ 216.25 (singlet), 52.57 (singlet), 34.51 (triplet), 20.22 (quartet)

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Question 11

Which of the compounds below most closely matches the following ¹H NMR data: 7.6 (2H, d), 7.3 (2H, d), 3.5 (3H, s), 2.2 (3H, s)?

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Question 12

Which compound has a ¹H NMR spectrum consisting of the following peaks: 0.9 (6H, d), 1.0 (3H, t), 2.2 (2H, q), and 4.0 (1H, septet)? A)(CH₃)₂CHCH₂O₂CCH₃ B)(CH₃)₂CHCH₂CO₂CH₃ C)(CH₃)₂CHO₂CCH₂CH₃ D)(CH₃)₂CHCO₂CH₂CH₃ E)(CH₃)₂CHOCH₂CH₃

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Question 13

An unknown compound, C₃H₅Cl₃, gave the following proton NMR data: Doublet at 1.70 ppm (3H) Multiplet at 4.32 ppm (1H) Doublet at 5.85 ppm (1H) What is the structure of the compound?

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Question 14

An unknown compound, C₉H₁₂, gave the following NMR spectrum: Triplet at 1.21 ppm (3H)Singlet at 2.30 ppm (3H)Quartet at 2.60 ppm (2H)Singlet at 7.04 ppm (4H) What is the structure of the compound? A)I B)II C)III D)IV E)V

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The triplet at 1.21 ppm (3H) indicates a CH3 group, the singlet at 2.30 ppm (3H) indicates a CH3 group, the quartet at 2.60 ppm (2H) indicates a CH2 group, and the singlet at 7.04 ppm (4H) indicates a set of four aromatic protons on a monosubstituted benzene ring. This pattern corresponds to the structure of compound II.

Question 15

Which of the following technique(s)can readily distinguish between:  ?
A)NMR
B)IR
C)MS
D)A and B
E)A and C

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Question 16

Deduce the identity of the compound from the data provided. C₁₀H₁₄O: IR (cm^-1): 3200-3500 (broad), 3050, 2950, 1610 ¹H NMR(δ): 1.0 (s, 6H), 2.0 (s, 3H), 2.8 (broad s, 1H), 7.3 (d, 2H), 7.6 (d, 2H)

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Question 17

Deduce the identity of the following compound from the ¹H NMR data given. C₈H₁₀O: δ 3.4 (3H, singlet), 4.5 (2H, singlet), 7.2 (5H, singlet)

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Question 18

An unknown compound, C₄H₁₀O, gave the following proton NMR data: Triplet at 1.13 ppm Quartet at 3.38 ppm What is the structure of the compound?

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Question 19

Deduce the identity of the following compound from the spectral data given. C₄H₈O₂: ¹H NMR, δ 1.23 (3H, triplet), 2.00 (3H, singlet), 4.02 (2H, quartet); IR, 2980, 1740 cm-1

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Question 20

Which of the following compounds has a triplet at 9.8 in its ¹H NMR spectrum?

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Quiz 15: Nmr Spectroscopy

Predict the number of signals expected, their splitting, and their relative area in the ¹H NMR spectrum of (CH₃)₃CCHO.

Give the integration and splitting pattern for the indicated signals in the ¹H NMR spectrum.

Deduce the identity of the following compound from the spectral data given. C₉H₁₀O₂: ¹³C NMR, δ 18.06 (quartet), 45.40 (doublet), 127.32 (doublet), 127.55 (doublet), 128.61 (doublet), 139.70 (singlet), 180.98 (singlet); IR, broad 3500-2800, 1708 cm^-1

Deduce the identity of the following compound from the spectral data given. C₅H₁₀O: ¹H NMR, δ 1.2 (6H, doublet), 2.1 (3H, singlet), 2.8 (1H, septet); IR, 2980, 1710 cm^-1; MS, m/z 71,

Predict the number of signals expected, their splitting, and their relative area in the ¹H NMR spectrum of 1,2-dichloroethane (ClCH₂CH₂Cl).

Deduce the identity of the following compound from the ¹H NMR data given. C₄H₇BrO: δ 2.2 (3H, singlet), 3.5 (2H, triplet), 4.5 (2H, triplet)

Predict the number of signals expected, their splitting, and their relative area in the ¹H NMR spectrum of CH₃CH₂OCH₃.

An unknown compound, C₄H₈Br₂, gave the following proton NMR data: Singlet at 1.97 ppm (6H) Singlet at 3.89 ppm (2H) What is the compound?

Deduce the structure from the data given: C₇H₁₆O; ¹H NMR δ (integration, coupling): 0.9 (9H, s), 1.5 (2H, t), 3.5 (3H, s), 3.8 (2H, t).

Deduce the identity of the following compound from the spectral data given. C₇H₁₀O₂: ¹H NMR, δ 1.16 (3H, singlet), 2.21 (2H, singlet); ¹³C NMR, δ 216.25 (singlet), 52.57 (singlet), 34.51 (triplet), 20.22 (quartet)

Which of the compounds below most closely matches the following ¹H NMR data: 7.6 (2H, d), 7.3 (2H, d), 3.5 (3H, s), 2.2 (3H, s)?

Which compound has a ¹H NMR spectrum consisting of the following peaks: 0.9 (6H, d) , 1.0 (3H, t) , 2.2 (2H, q) , and 4.0 (1H, septet) ?

An unknown compound, C₃H₅Cl₃, gave the following proton NMR data: Doublet at 1.70 ppm (3H) Multiplet at 4.32 ppm (1H) Doublet at 5.85 ppm (1H) What is the structure of the compound?

An unknown compound, C₉H₁₂, gave the following NMR spectrum: Triplet at 1.21 ppm (3H) Singlet at 2.30 ppm (3H) Quartet at 2.60 ppm (2H) Singlet at 7.04 ppm (4H) What is the structure of the compound?

Which of the following technique(s) can readily distinguish between: ?

Deduce the identity of the compound from the data provided. C₁₀H₁₄O: IR (cm^-1): 3200-3500 (broad), 3050, 2950, 1610 ¹H NMR(δ): 1.0 (s, 6H), 2.0 (s, 3H), 2.8 (broad s, 1H), 7.3 (d, 2H), 7.6 (d, 2H)

Deduce the identity of the following compound from the ¹H NMR data given. C₈H₁₀O: δ 3.4 (3H, singlet), 4.5 (2H, singlet), 7.2 (5H, singlet)

An unknown compound, C₄H₁₀O, gave the following proton NMR data: Triplet at 1.13 ppm Quartet at 3.38 ppm What is the structure of the compound?

Deduce the identity of the following compound from the spectral data given. C₄H₈O₂: ¹H NMR, δ 1.23 (3H, triplet), 2.00 (3H, singlet), 4.02 (2H, quartet); IR, 2980, 1740 cm-1

Which of the following compounds has a triplet at 9.8 in its ¹H NMR spectrum?

Quiz 15: Nmr Spectroscopy

Predict the number of signals expected, their splitting, and their relative area in the 1H NMR spectrum of (CH3)3CCHO.

Give the integration and splitting pattern for the indicated signals in the 1H NMR spectrum.

Deduce the identity of the following compound from the spectral data given. C9H10O2: 13C NMR, δ 18.06 (quartet), 45.40 (doublet), 127.32 (doublet), 127.55 (doublet), 128.61 (doublet), 139.70 (singlet), 180.98 (singlet); IR, broad 3500-2800, 1708 cm-1

Deduce the identity of the following compound from the spectral data given. C5H10O: 1H NMR, δ 1.2 (6H, doublet), 2.1 (3H, singlet), 2.8 (1H, septet); IR, 2980, 1710 cm-1; MS, m/z 71,

Predict the number of signals expected, their splitting, and their relative area in the 1H NMR spectrum of 1,2-dichloroethane (ClCH2CH2Cl).

Deduce the identity of the following compound from the 1H NMR data given. C4H7BrO: δ 2.2 (3H, singlet), 3.5 (2H, triplet), 4.5 (2H, triplet)

Predict the number of signals expected, their splitting, and their relative area in the 1H NMR spectrum of CH3CH2OCH3.

An unknown compound, C4H8Br2, gave the following proton NMR data: Singlet at 1.97 ppm (6H) Singlet at 3.89 ppm (2H) What is the compound?

Deduce the structure from the data given: C7H16O; 1H NMR δ (integration, coupling): 0.9 (9H, s), 1.5 (2H, t), 3.5 (3H, s), 3.8 (2H, t).

Deduce the identity of the following compound from the spectral data given. C7H10O2: 1H NMR, δ 1.16 (3H, singlet), 2.21 (2H, singlet); 13C NMR, δ 216.25 (singlet), 52.57 (singlet), 34.51 (triplet), 20.22 (quartet)

Which of the compounds below most closely matches the following 1H NMR data: 7.6 (2H, d), 7.3 (2H, d), 3.5 (3H, s), 2.2 (3H, s)?

Which compound has a 1H NMR spectrum consisting of the following peaks: 0.9 (6H, d) , 1.0 (3H, t) , 2.2 (2H, q) , and 4.0 (1H, septet) ?

An unknown compound, C3H5Cl3, gave the following proton NMR data: Doublet at 1.70 ppm (3H) Multiplet at 4.32 ppm (1H) Doublet at 5.85 ppm (1H) What is the structure of the compound?

An unknown compound, C9H12, gave the following NMR spectrum: Triplet at 1.21 ppm (3H) Singlet at 2.30 ppm (3H) Quartet at 2.60 ppm (2H) Singlet at 7.04 ppm (4H) What is the structure of the compound?

Which of the following technique(s) can readily distinguish between: ?

Deduce the identity of the compound from the data provided. C10H14O: IR (cm-1): 3200-3500 (broad), 3050, 2950, 1610 1H NMR(δ): 1.0 (s, 6H), 2.0 (s, 3H), 2.8 (broad s, 1H), 7.3 (d, 2H), 7.6 (d, 2H)

Deduce the identity of the following compound from the 1H NMR data given. C8H10O: δ 3.4 (3H, singlet), 4.5 (2H, singlet), 7.2 (5H, singlet)

An unknown compound, C4H10O, gave the following proton NMR data: Triplet at 1.13 ppm Quartet at 3.38 ppm What is the structure of the compound?

Deduce the identity of the following compound from the spectral data given. C4H8O2: 1H NMR, δ 1.23 (3H, triplet), 2.00 (3H, singlet), 4.02 (2H, quartet); IR, 2980, 1740 cm-1

Which of the following compounds has a triplet at 9.8 in its 1H NMR spectrum?

Predict the number of signals expected, their splitting, and their relative area in the ¹H NMR spectrum of (CH₃)₃CCHO.

Give the integration and splitting pattern for the indicated signals in the ¹H NMR spectrum.

Deduce the identity of the following compound from the spectral data given. C₉H₁₀O₂: ¹³C NMR, δ 18.06 (quartet), 45.40 (doublet), 127.32 (doublet), 127.55 (doublet), 128.61 (doublet), 139.70 (singlet), 180.98 (singlet); IR, broad 3500-2800, 1708 cm^-1

Deduce the identity of the following compound from the spectral data given. C₅H₁₀O: ¹H NMR, δ 1.2 (6H, doublet), 2.1 (3H, singlet), 2.8 (1H, septet); IR, 2980, 1710 cm^-1; MS, m/z 71,

Predict the number of signals expected, their splitting, and their relative area in the ¹H NMR spectrum of 1,2-dichloroethane (ClCH₂CH₂Cl).

Deduce the identity of the following compound from the ¹H NMR data given. C₄H₇BrO: δ 2.2 (3H, singlet), 3.5 (2H, triplet), 4.5 (2H, triplet)

Predict the number of signals expected, their splitting, and their relative area in the ¹H NMR spectrum of CH₃CH₂OCH₃.

An unknown compound, C₄H₈Br₂, gave the following proton NMR data: Singlet at 1.97 ppm (6H) Singlet at 3.89 ppm (2H) What is the compound?

Deduce the structure from the data given: C₇H₁₆O; ¹H NMR δ (integration, coupling): 0.9 (9H, s), 1.5 (2H, t), 3.5 (3H, s), 3.8 (2H, t).

Deduce the identity of the following compound from the spectral data given. C₇H₁₀O₂: ¹H NMR, δ 1.16 (3H, singlet), 2.21 (2H, singlet); ¹³C NMR, δ 216.25 (singlet), 52.57 (singlet), 34.51 (triplet), 20.22 (quartet)

Which of the compounds below most closely matches the following ¹H NMR data: 7.6 (2H, d), 7.3 (2H, d), 3.5 (3H, s), 2.2 (3H, s)?

Which compound has a ¹H NMR spectrum consisting of the following peaks: 0.9 (6H, d) , 1.0 (3H, t) , 2.2 (2H, q) , and 4.0 (1H, septet) ?

An unknown compound, C₃H₅Cl₃, gave the following proton NMR data: Doublet at 1.70 ppm (3H) Multiplet at 4.32 ppm (1H) Doublet at 5.85 ppm (1H) What is the structure of the compound?

An unknown compound, C₉H₁₂, gave the following NMR spectrum: Triplet at 1.21 ppm (3H) Singlet at 2.30 ppm (3H) Quartet at 2.60 ppm (2H) Singlet at 7.04 ppm (4H) What is the structure of the compound?

Deduce the identity of the compound from the data provided. C₁₀H₁₄O: IR (cm^-1): 3200-3500 (broad), 3050, 2950, 1610 ¹H NMR(δ): 1.0 (s, 6H), 2.0 (s, 3H), 2.8 (broad s, 1H), 7.3 (d, 2H), 7.6 (d, 2H)

Deduce the identity of the following compound from the ¹H NMR data given. C₈H₁₀O: δ 3.4 (3H, singlet), 4.5 (2H, singlet), 7.2 (5H, singlet)

An unknown compound, C₄H₁₀O, gave the following proton NMR data: Triplet at 1.13 ppm Quartet at 3.38 ppm What is the structure of the compound?

Deduce the identity of the following compound from the spectral data given. C₄H₈O₂: ¹H NMR, δ 1.23 (3H, triplet), 2.00 (3H, singlet), 4.02 (2H, quartet); IR, 2980, 1740 cm-1

Which of the following compounds has a triplet at 9.8 in its ¹H NMR spectrum?