Question

3. Which of the reactions proceeded predominantly by the Si substitution mechanism? Passage 10 (Questions 1-6) A student ran a series of experiments to study the S1 and S2 reaction mechanisms. The results are shown below: A. Reactions 1 and B. Reactions 2 and 4 C. Reactions 3 and 4 D. Reactions 3 and 5 Nal 1. Br acetone Br OE NaOE: HOE: 4. Which one of the following statements concerning the $ 2 reaction mechanism is true? A. It proceeds best with tertiary alkyl halides and is a two-step mechanism. B. It proceeds with retention of stereochemistry. C. It proceeds best with primary alkyl halides and is a one-step reaction. D. The rate of reaction of a nucleophile with alkyl halides is: R-I > R-Br > R-CI > R-F. 25% 75% x Br Nal ЕОН + 819 1996 5. In Reaction 2, ethoxide ion is acting as: A. a nucleophile in an S1 reaction. B. a nucleophile in an S 2 reaction. C. an electrophile in an S1 reaction. D. an electrophile in an 5 2 reaction. KF 4. (R)-2-bromopentane (5)-2-fluoropentane 5. (S)-3-bromo-3-methylhexane NaBr CH, OH racemic 3-bromo-3-methylhexane 6. In Reaction 5, treatment of the starting material with methanol only would give which of the following as the major product? A. 2-Methyl-2-hexene B. 3-Methyl-2-hexene C. (R)-3-Methoxy-3-methylhexane D. Racemic 3-methoxy-3-methylhexane 1. In Reaction 4, the (R)-2-bromopentance had an optical rotation of -82.6". The rotation of the product would be which of the following? A. -82.6° B. 0° c. +82.6 D. Cannot be determined 2. If the volume of acetone in Reaction 1 were doubled, then the reaction rate would: A. decrease to one-fourth the original rate. B. decrease to one-half the original rate. C. remain the same D. increase to twice the original rate.

Answer 1

1. The Correct option is : C. +82.6°

2. The Correct option is : A. Decrease to one-fourth the Original Rate

3. The Correct option is : D. Reaction 3 and 5

4. The Correct option is : C.

5. The Correct option is : A. a Nucleophile in an S_N1 Reaction.

6. The Correct option is : D. Racemic 3-methoxy-3-methylhexane

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