Chapter 10 Learning Objectives:

1. Be able to define:  primary alcohol, secondary alcohol, tertiary alcohol, phenol, diol, glycol, alkoxide ion, Grignard reagent, ketone, aldehyde, carboxylic acid, acid chloride, ester.
2. Be able to name a given alcohol, diol, etc. using the IUPAC system of nomenclature.
3. Be able to draw the structure of an alcohol, diol, etc. given the IUPAC name.
4. Know the common names and structures of the simple alcohols.
5. Be able to classify an alcohol as 1°, 2°, or 3°.
6. Be able to describe the intermolecular forces associated with alcohols, and predict trends in physical properties for a series of alcohols.
7. Be able to describe the acidity and basicity of alcohols
8. Know which bases are strong enough to react with an alcohol to produce an alkoxide ion.
9. Be able to draw the mechanism of the formation of an alkoxide ion and its subsequent reaction with an exchangeable hydrogen or a primary alkyl halide.
10. Know the methods of preparation of alcohols from alkyl halides and alkenes, including regents, regiochemistry, and stereochemistry.
11. Know the selectivity of H₂ with a surface catalyst, NaBH₄, and LiAlH₄ when reacting with alkenes, aldehydes, ketones, esters, and carboxylate salts (from carboxylic acids) and be able to draw the mechanism for each.
12. Know how to synthesize a Grignard reagent from an alkyl halide.
13. Be able to predict the major product of the reaction of a Grignard reagent with an exchangeable hydrogen, an aldehyde, a ketone, an ester, or an acid chloride.  Be able to draw a mechanism for each as well.
14. Be able to draw the synthetic steps necessary to synthesize a target molecule from one or more given starting compounds.