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11: Combined Problems 1

Last updated

Nov 12, 2024
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- 10: ¹H NMR
- 12: Complex Coupling

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Combined Spectral Problems: IR, ¹³C & ¹H*

* All spectra are either from SDBS (Japan National Institute of Advanced Industrial Science and Technology) or simulated.

Propose structures for the following problems. Use the tables on the following pages to show your work.

A. C₆H₁₂O₂

MF: DU:

IR
Frequency	Functional Group

13C
Chemical Shift	Type of Bonding Environment

1H
Chemical Shift	Integration	Multiplicity	Interpretation

Proposed Structure:

B. C₅H₁₀O₂

MF: DU:

IR
Frequency	Functional Group

13C
Chemical Shift	Type of Bonding Environment

1H
Chemical Shift	Integration	Multiplicity	Interpretation

Proposed Structure:

C. C₆H₁₂O₂

MF: DU:

IR
Frequency	Functional Group

13C
Chemical Shift	Type of Bonding Environment

1H
Chemical Shift	Integration	Multiplicity	Interpretation

Proposed Structure:

D. C₅H₈O₄

Note: OH peaks are not showing up in 1H-NMR because they have been exchanged with the solvent.

MF: DU:

IR
Frequency	Functional Group

13C
Chemical Shift	Type of Bonding Environment

1H
Chemical Shift	Integration	Multiplicity	Interpretation

Proposed Structure:

E. C₄H₆O₂

MF: DU:

IR
Frequency	Functional Group

13C
Chemical Shift	Type of Bonding Environment

1H
Chemical Shift	Integration	Multiplicity	Interpretation

Proposed Structure:

F. C₇H₁₄O₂

MF: DU:

IR
Frequency	Functional Group

13C
Chemical Shift	Type of Bonding Environment

1H
Chemical Shift	Integration	Multiplicity	Interpretation

Proposed Structure:

G. C₉H₁₂

MF: DU:

IR
Frequency	Functional Group

13C
Chemical Shift	Type of Bonding Environment

1H
Chemical Shift	Integration	Multiplicity	Interpretation

Proposed Structure:

H. C₁₀H₁₂O

MF: DU:

IR
Frequency	Functional Group

13C
Chemical Shift	Type of Bonding Environment

1H
Chemical Shift	Integration	Multiplicity	Interpretation

Proposed Structure:

I. C₁₀H₁₂O

MF: DU:

IR
Frequency	Functional Group

13C
Chemical Shift	Type of Bonding Environment

1H
Chemical Shift	Integration	Multiplicity	Interpretation

Proposed Structure:

J. C₁₀H₁₂O

MF: DU:

IR
Frequency	Functional Group

13C
Chemical Shift	Type of Bonding Environment

1H
Chemical Shift	Integration	Multiplicity	Interpretation

Proposed Structure:

K. C₁₀H₁₂O

MF: DU:

IR
Frequency	Functional Group

13C
Chemical Shift	Type of Bonding Environment

1H
Chemical Shift	Integration	Multiplicity	Interpretation

Proposed Structure:

L. C₁₀H₁₂O

MF: DU:

IR
Frequency	Functional Group

13C
Chemical Shift	Type of Bonding Environment

1H
Chemical Shift	Integration	Multiplicity	Interpretation

Proposed Structure:

M. C₁₀H₁₂O

MF: DU:

IR
Frequency	Functional Group

13C
Chemical Shift	Type of Bonding Environment

1H
Chemical Shift	Integration	Multiplicity	Interpretation

Proposed Structure:

Combined Spectral Problems: IR, 13C & 1H*

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Combined Spectral Problems: IR, ¹³C & ¹H*