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

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
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Chapter6: Alkanes & Alkenes
Section: Chapter Questions
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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
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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