CHEM 2060

Exam #1

Study Guide

Chapter 1

Be able to calculate formal charge (like 1.26 pg.37).

Be able to label the hybridization of carbon, oxygen and nitrogen in compounds

(like 1.29 and 1.32 pg.37).

Chapter 2

Be able to determine molecular formula from a bond line formula (like 2.7 pg.47).

Know IUPAC nomenclature for alkanes (like 2.25 and 2.26 pgs.66-67).

Be able to draw isomers (Lewis structures or condensed formulas as specified)

given the molecular formula(like 2.19 and 2.22 pg.66).

Know what a Newman projection is and what it represents along with the most

and least stable conformers (like 2.13 and 2.14 pg.56).

Know cyclohexane conformations (most stable and least stable) including

substitued cyclohexane (are groups located in axial or equatorial positions

in the more stable conformation (like 2.36 pg.68)).

Know cis/trans geometric isomerism in cyclic compounds (like 2.33 pg.68).

Know structure and physical property trends (like 2.38 pg.68) (you do not need

to know the exact melting point or boiling point for a specific alkane).

Chapter 3

Know IUPAC nomenclature for alkenes and alkynes (like 3.22-3.25 pg.89).

Be able to determine different types of isomerism (like 3.45 pg. 91)

Know cis/trans and E/Z geometric isomerism in alkenes (like 3.35-3.36 pg.90).

Be able to determine the number of units of unsaturation in a compound (like

3.40 and 3.43 pgs.90-91).

Be able to identify functional groups (Table 3.1 pg. 79).

Chapter 4

Be able to classify reactions as substitution, addition or elimination

(like 4.3 pg.95).

Be able to show polarity, identify Lewis acid (E+)/base (Nu:-) sites and thus

determine the reactive sites in a molecule to predict mechanistic steps

(like 4.8, 4.9 and 4.11 pgs.100 and 102).

Be able to identify the steps in a free radical mechanism (pg. 106).

Know preparations of alkenes and alkynes by dehydrohalogenation and alkenes

by dehydration. This includes knowing the reagents necessary to carry

out these reactions (like 4.33, 4.35 and 4.36 pg.116).

Use Saytzeff's rule to predict the alkene elimination product (like 4.18 and 4.33

pgs.112 and 116).

Be able to recognize the correctly written mechanism for dehydration of an

alcohol to an alkene (see pgs.112-113).

Chapter 5

Know the products of electrophilic addition to an alkene and alkyne depending

on the reagents (like 5.25 and 5.26 pg.150).

Be able to determine the most stable carbocation.

Be able to apply Markovnikov's rule.

Know the mechanism of electrophilic addition (see general mechanism pg.120).

Know how polymers are made.