3.29: Quiz 6A
- Page ID
- 19335
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- Clearly indicate true (T) or false (F) for the following statements (2 pts each):
_____ | Enantiomers of a compound will have different boiling points. |
_____ | A chiral catalyst or enzyme can be used to synthesize a single enantiomer product. |
_____ | A primary carbon is less sterically hindered than a tertiary carbon, which explains why a primary alkyl halide reacts faster than a tertiary alkyl halide in an SN2 reaction. |
- (2 pts each) Multiple Choice/fill-in-the-box (choose the best answer from the options given):
- Which of the following reactions will give a racemic product?
- An achiral Rh metal complex for the hydrogenation reaction of an alkene
- A reaction with the enzymes in Bakerʼs yeast
- An enzyme that only recognizes a trans alkene substrate
- A chiral Rh metal complex for the hydrogenation reaction of an alkene
- What is the chemical reason for the controversy regarding the use of methyl iodide as an agricultural fumigant?
- Methyl iodide is a racemic molecule and one enantiomer has toxic side-effects.
- Methyl iodide catalyzes the hydrolysis reaction of DNA, making it toxic.
- Methyl iodide is an electrophile that will alkylate DNA, making it toxic.
- Methyl iodide makes strawberries taste bad.
- Stereoisomers with an asymmetric carbon center and non-superimposable mirror images are:
- cis/trans isomers
- enantiomers
- constitutional isomers
- end-of-the-quarter isomers
- regioisomers
- A 50:50 mixture of two enantiomers is called a ____________
- memorial day mixture
- cis/trans mixture
- mirror image
- constitutional mixture
- racemic mixture
- (2 pts) What carbon building block does nature use to synthesize the following product(s)?
- Which of the following reactions will give a racemic product?
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- (6 pts) How many asymmetric carbon centers does each of the following molecules have?
- (6 pts) Indicate for the following pairs of compounds whether they are identical, constitutional isomers, or enantiomers. (put your answer in the box provided – you may use an answer more than once, or not at all)
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- (2 pts) Provide a brief definition indicating what factors make a molecule a good nucleophile.
- (4 pts) Circle which molecule is a better nucleophile and briefly explain your answer.
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- (5 pts) Identify the asymmetric carbon center in the molecule shown below and then draw a perspective structure for each enantiomer.
- (3 pts) The (R)-enantiomer of an amine molecule is shown below. Draw the perspective structure for the (S)-enantiomer (ie, the other enantiomer) in the box provided.
- Extra Practice:
- (4 pts) Draw the racemic mixture (both enantiomers) that result upon hydrogenation of the following alkene with an achiral catalyst.
- (2 pts) How would you expect the reaction to be different if a chiral Rh catalyst is used?