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Gautschi, J.T. CH331F14e Page 1 of 3

online Chemistry 331 Fall 2014 Quiz 2

Question 1 [2 pts] Which one of the following statements is correct? You may wish to examine molecular models of these compounds.

a. Structures C and D are related as structural isomers b. Structures C and D are related as enantiomers c. Structures C and D are related as diastereomers d. Structures C and D are identical

Question 2 [2 pts] Which one of the following statements is correct? You may wish to examine molecular models.

a. Structures E and F are related as structural isomers b. Structures E and F are related as enantiomers c. Structures E and F are related as diastereomers d. Structures E and F are identical

Question 3 [1.5 pts] Which one of the following statements is correct? You may wish to examine a molecular model of this compound.

a. Compound G is optically active b. Compound G is not optically active

Question 4 [2 pts] How many stereoisomers are possible for the following compound? You may wish to examine a molecular model of this compound.

a. There are no stereoisomers possible. b. There is one other stereoisomer possible where one of the double

bonds is in the trans configuration. c. There are two other stereoisomers possible where both of the

double bonds are in the trans configuration. d. There are three other stereoisomers possible.

Gautschi, J.T. CH331F14e Page 2 of 3

Question 5 [2 pts] How many asymmetric centers does the following compound have? You may wish to examine a molecular model of this compound. [Please enter your answer as a whole number only] Question 6 [2 pts] Which one of the following statements is correct? You may wish to examine a molecular model of this compound.

a. The configuration of alkene K is E. b. The configuration of alkene K is Z.

Question 7 [2 pts] Rank the radical species I, II and III in order of relative stability (with the most stable listed first).

a. I > II > III b. III > I > II c. II > I > III d. II > III > I e. III > II > I f. I > III > II

Question 8 [2 pts] How many mono-chlorinated organic products (related as structural isomers) are expected in reaction L?

Gautschi, J.T. CH331F14e Page 3 of 3

Question 9 [3 pts] What is the expected % yield of product M in reaction N? Carry maximum number of significant figures through to final answer, then round to one decimal place. Please provide just the numerical value, rounded to one decimal place – do not include units. Question 10 [1.5pts] How many secondary carbons does compound U have?