Chemistry 331 - Winter 1996
Elements of Organic Chemistry I

Homework, Chapter 2 - Alkanes

McMurry, pp 65 - 69:
Problems 2.24, 25, 28, 29, 33, 34, 35, 38, 40, 41, 46, 48, 50, 53, 54

1. Each of the names shown below is incorrect. Deduce the compound to which the name refers, and give its correct IUPAC name.

a) 4-methylhexane
b) 2-ethylpropane
c) 1,1,2-trimethylbutane
d) isopropylethane
e) 2-chloro-2-ethylpentane

2. Give complete IUPAC names for each of the following compounds:

(note-the bonds have been shifted to the left on the lines below, but you should be able to figure out where the substituent on the lower line attaches to the upper line - or see your real homework handout, of course)

a) CH3-CHCl-CH2-C(CH3)2-CBrCl-CH-C(CH3)3
|
CH2-CH2-CHCl-CH3

b) Cl3C-CH2-CHF-C(CH3)-CCl3
|
CH2-CH(CH3)2

3. Write out structural formulas for all of the isomers that have the molecular formulas shown below. Identify each of the functional groups present, but you need not name any of the compounds.

a) C3H6Cl2
b) C3H6O
c) C2H3N