Chemistry Worksheet With Answers - Cem 351 2nd Exam/version A Page 5

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5. (20 pts)
(a) (12 pts) Provide full IUPAC names to represent the following structures. Be sure to
pay attention to stereochemistry.
(i)
Cl
Cl
( E , 3R )-1,3-dichloro-4-methyl-1-pentene
(ii)
( 3R,6S )-1,3,4,6-tetramethyl-1,4-cyclohexadiene
(iii)
( 1R,3S )-1-t-Butyl-3-methylcyclohexane
(b) (2 pts) Which of the compounds in (a) is achiral? Please circle your answer
(i)
(ii)
(iii)
(c) (6 pts) The compound in (i) has three other stereoisomers; draw them below:
Cl
Cl
Cl
Cl
Cl
Cl
Cl
Cl
5

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