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The following outline illustrates the major topics covered in the determination of organic structures.

1. A. Chemical shift
2. B. Signal intensity
3. C. Spin-spin coupling

1. A. Chemical shift prediction and interpretation
2. B. Quantitation of signal strengths
3. C. Deducing bond connectivity

1. A. Spin gymnastics: APT and DEPT
2. B. Selective decoupling
3. C. Gated decoupling
4. D. The Nuclear Overhauser Effect
5. E. Fundamental limitations of 1-D methods

1. A. Advantages associated with 2-D methods
2. B. Caveats of 2-D

1. A. gCOSY
2. B. HMQC/HSQC
3. C. HMBC
4. D. NOESY and ROESY
5. E. TOCSY
6. F. INADEQUATE

1. A. Identification of entry points
2. B. Good accounting practices
3. C. Corroboration

1. A. Determination of molecular formula
2. B. Identification of entry points
3. C. Good accounting practices
4. D. Parallel interpretations and Occam's razor

5.43 (Advanced Organic Chemistry) or permission of instructor.

Silverstein, R. M., F. X. Webster, and D. J. Kiemle. Spectrometric Identification of Organic Compounds. Hoboken, NJ: Wiley, 2005. ISBN: 9780471393627.

Pretsch, E., P. Bühlmann, and C. Affolter. Structure Determination of Organic Compounds: Tables of Spectral Data. Berlin; New York: Springer, 2000. ISBN: 9783540678151.

Problem sets will be assigned each time the class meets and will be due the following lecture.

Your grade in this subject will be determined by the following: