QUESTION 7 Which of the following stereoisomers is the diastereomer(s) of menthol? Choose all that apply. DA (IR,25,5S)-5-methyl-2-(1-methylethyl)cyclohexanol O B. (15,25,5S)-5-methyl-2-(1-methylethyl)cyclohexanol O C. (IR, 2R,SR)-5-methyl-2-(1-methylethyl)cyclohexanol O D. (1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexanol
QUESTION 7 Which of the following stereoisomers is the diastereomer(s) of menthol? Choose all that apply. DA (IR,25,5S)-5-methyl-2-(1-methylethyl)cyclohexanol O B. (15,25,5S)-5-methyl-2-(1-methylethyl)cyclohexanol O C. (IR, 2R,SR)-5-methyl-2-(1-methylethyl)cyclohexanol O D. (1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexanol
Chemistry
10th Edition
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
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Question #7 only

Transcribed Image Text:QUESTION 4
(-)-5-Methyl-2-(1-methylethyl)cyclohexanol, also known as menthol, is used to treat minor throat irritation and can be isolated from mint plants. The specific rotation of menthol at 20 °C is -48° mL g dm and its melting point is 43 °C. Use the
Lewis structure shown below to answer problems 4-7.
HO
Menthol can also be called (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexanol based on the absolute configuration of its 3 stereocenters. Which of the following stereoisomers is the enantiomer(s) of menthol? Choose all that apply.
O A. (1R,2S,5S)-5-methyl-2-(1-methylethyl)cyclohexanol
O B. (1S,2S,5S)-5-methyl-2-(1-methylethyl)cyclohexanol
O C. (1R,2R,5R)-5-methyl-2-(1-methylethyl)cyclohexanol
O D. (1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexanol
QUESTION 5
What is the melting point of menthol's enantiomer?
O 43 °C
O 48 °C
O 20 °C
O Cannot be determined with the information provided.
QUESTION6
What is the specific rotation of menthol's enantiomer?
O A. +48° mL g1 dm1
O B. -48° mL g dm
-1
-1
O C.-43° mL g1 dm1
O D. +43° mL g1 dm-1
O E. Cannot be determined with the information provided.
QUESTION 7
Which of the following stereoisomers is the diastereomer(s) of menthol? Choose all that apply.
O A. (1R,2S,5S)-5-methyl-2-(1-methylethyl)cyclohexanol
O B. (1S,2S,5S)-5-methyl-2-(1-methylethyl)cyclohexanol
O C. (1R,2R,5R)-5-methyl-2-(1-methylethyl)cyclohexanol
O D. (1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexanol
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