Chem 304 Spring 2002

Exam 2 Study Guide



A. 10 definitions chosen from the following terms (2 points each)

Equivalent hydrogen atoms

integration

peak shifting

peak splitting

combustion

desaturation

molecular ion

base peak

m/e ratio

free radical

mechanism

chiral carbon

enantiomer

addition reaction

substitution reaction B. Concepts

1. Be able to interpret NMR and MS spectra of reasonably-sized molecules ("cheat sheet" provided) to determine molecular structure. Alternatively, be able to predict and/or sketch the expected spectrum of a molecule of known structure.

2. Be able to explain peak splitting and peak shifting in NMR spectra

3. Given an NMR spectrum and molecular formula, be able to complete integration to determine H's per peak

4. Given an alkane molecule as starting material, be able to write and balance combustion reactions.

5. Given an alkane molecule as starting material, be able to predict predominant product of halogenation (monohalogenation only)

6. Be able to name molecules of the size and complexity we have been encountering (alkanes, alkenes, alkynes, alkyl halides)

7. Be able to compare classes of molecules with respect to properties such as melting point

8. Be able to assign R vs. S stereochemical designations to chiral carbons

9. Be able to assign cis vs. trans designations to alkenes

10. Given an alkene or alkyne molecule as starting material, be able to predict predominant product of halogenation, hydration, or addition of HCl and HBr