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MCAT Official Prep Practice Exam 1 estion 9 of 59 concentration. What is the product of the reaction of Compound 1 (shown below) with HBr by the pathway shown in Figure 3? A. (R)-1-bromo-1-deuteriohexane B. (S)-1-bromo-1-deuteriohexane C. (S)-1-bromo-1-deuteriopentane D. (R)-1-bromo-1-deuteriopentane Compound 1 OH Solution: The correct answer is C. A. This product has both the wrong stereochemistry and the wrong number of carbon atoms. B. Although this product has correct stereochemistry, it has the wrong number of carbon atoms. Khan Academy Lessons Type here to search D C. Because this is an S,2 reaction, there will be inversion of configuration when bromide ion displaces water as a leaving group, changing the stereochemistry from R to S. D. Although this product has the correct number of carbons, the stereochemistry should be S, not R.

MCAT Official Prep Practice Exam 1 estion 9 of 59 concentration. What is the product of the reaction of Compound 1 (shown below) with HBr by the pathway shown in Figure 3? A. (R)-1-bromo-1-deuteriohexane B. (S)-1-bromo-1-deuteriohexane C. (S)-1-bromo-1-deuteriopentane D. (R)-1-bromo-1-deuteriopentane Compound 1 OH Solution: The correct answer is C. A. This product has both the wrong stereochemistry and the wrong number of carbon atoms. B. Although this product has correct stereochemistry, it has the wrong number of carbon atoms. Khan Academy Lessons Type here to search D C. Because this is an S,2 reaction, there will be inversion of configuration when bromide ion displaces water as a leaving group, changing the stereochemistry from R to S. D. Although this product has the correct number of carbons, the stereochemistry should be S, not R.

Chemistry
Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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MCAT Official Prep Practice Exam 1 estion 9 of 59 concentration. What is the product of the reaction of Compound 1 (shown below) with HBr by the pathway shown in Figure 3? A. (R)-1-bromo-1-deuteriohexane B. (S)-1-bromo-1-deuteriohexane C. (S)-1-bromo-1-deuteriopentane D. (R)-1-bromo-1-deuteriopentane Compound 1 OH Khan Academy Lessons Type here to search Solution: The correct answer is C. A. This product has both the wrong stereochemistry and the wrong number of carbon atoms. B. Although this product has correct stereochemistry, it has the wrong number of carbon atoms. C. Because this is an S,2 reaction, there will be inversion of configuration when bromide ion displaces water as a leaving group, changing the stereochemistry from R to S. D. Although this product has the correct number of carbons, the stereochemistry should be S, not R. D
Transcribed Image Text:MCAT Official Prep Practice Exam 1 estion 9 of 59 concentration. What is the product of the reaction of Compound 1 (shown below) with HBr by the pathway shown in Figure 3? A. (R)-1-bromo-1-deuteriohexane B. (S)-1-bromo-1-deuteriohexane C. (S)-1-bromo-1-deuteriopentane D. (R)-1-bromo-1-deuteriopentane Compound 1 OH Khan Academy Lessons Type here to search Solution: The correct answer is C. A. This product has both the wrong stereochemistry and the wrong number of carbon atoms. B. Although this product has correct stereochemistry, it has the wrong number of carbon atoms. C. Because this is an S,2 reaction, there will be inversion of configuration when bromide ion displaces water as a leaving group, changing the stereochemistry from R to S. D. Although this product has the correct number of carbons, the stereochemistry should be S, not R. D
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