Organic Spectroscopic Structure Determination is a sophomore-level book with empahssi on structure problem solving. It consists of four sections that attempt to engage the imagination of the student. Taber has arranged the material in such a way that the students can work the problems and lear the procedures on their own, minimizing the time taken in lecture. The first section will be three chapters of instruction on the methods of organic spectroscopy. The second will be fifty problems with just data sets of spectroscopic data. The third will be fifty problems that show starting materials and reaction conditions, with spectroscopic data for the product. The final section will include tables of spectroscopic data. The author plans to supply ten press spectroscopy problems each year to use with exams.
Section One: Strategies for Spectroscopic Structure Determination
1. 13C NMR
2. 1H NMR and IR
3. Calculating 13C NMR, Mass Spectrometry and UV
Section Two: Spectroscopic Data Sets
Section Three: Reactions and Products
Section Four: Tables of Spectroscopic Data
13C NMR TABLES
C.1: Chemical shifts of cycloalkanes
C.2: Chemical Shifts of saturated heterocycles
C.3: Alkene and cycloalkene chemical shift
C.4: Chemical shifts of substituted alkenes
C.5: Alkyne chemical shifts
C.6: Chemical shifts of alcohols
C.7: Chemical shifts of ethers, acetals and epoxides
C.8: Shift positions of the C=O group and other carbon atoms of ketones and aldehydes
C.9: Shift positions of the C=O group and other carbon atoms of carboxylic acids, esters, lactones, chlorides, anhydrides, amides carbamates and nitriles
C.10: The 13C shifts for some linear and branched-chain alkanes
C.11: Incremental substituent effects (ppm) on replacement of H by Y in alkanes, Y is terminal or internal (+ downfield, - upfield
C.12: Incremental shifts of the aromatic carbons of monosubstituted Benzenes (ppm from benzene at 128.5 ppm, + downfield, - upfield)
1H NMR TABLES:
H.1: Chemical shifts of protons on a carbon atom adjacent to a functional group in aliphatic compounds (M-Y).
H.2 : Proton spin-coupling constants
H.3: Chemical shifts of alicyclic compounds
H.4: Chemical shifts of protons in monosubstituted benzene derivatives