Carvone is present in many essential oils. It is chiral, and its two enantiomers are shown here. Even though they areenantiomers, they have different odors. The (-) enantiomer smells like spearmint, whereas the (+) enantiomer smellslike caraway seeds. What does this say about the olfactory receptors that detect carvone?(-)-Carvone(+)-Carvone

The isomers which have a different arrangement of atoms in space are known as stereoisomers.…

Answered: Carvone is present in many essential…

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions

Section: Chapter Questions

Problem 20.50P

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Coibacin B (shown below) is a natural product that exhibits potent anti-inflammatory activity and potential activity in the treatment of leishmaniasis, a disease caused by certain parasites (Org. Lett. 2012, 14, 3878-3881): (a) Assign the configuration (R or S) of each chirality center (labeled A to C) in coibacin B. (b) Identify the number of possible stereoisomers for this compound, assuming that the geometry of the alkenes are fixed. Choices are given below and write the CAPITAL LETTER of your choice. A. 2 В. 4 С. 8 D. 16 ANSWERS: (a) A. В. C. (b)
) How many chiral centers are present in desosamine? How many stereoisomers are possible for it? How many pairs of enantiomers are possible for it?
ANSWER THE FOLLOWING PROBLEM AND EXPLAIN YOUR ANSWER FOR BETTER UNDERSTANDING
5.69 Carvone is present in many essential oils. It is chiral, and its two enantiomers are shown here. Even though they are enantiomers, they have different odors. The (-) enantiomer smells like spearmint, whereas the (+) enantiomer smells like caraway seeds. What does this say about the olfactory receptors that detect carvone? than a plana) HROO HO HO HO H00 osses O= Datum his H. HO HO HO Tefur OH Hie ane 2000 (-)-Carvone OH muistad Y (+)-Carvone HO yet it pelesses no H
Star (*) the chirality centers on the following molecule:
4. Draw all possible stereoisomers of the following compounds. Assign the appropriate absolute (R/S) or geometric (E/Z) configuration to each of the stereoisomers (or double bonds) and label pairs enantiomers, diastereomers and meso compounds. (a) CH3CHBRCHOHCH3 (c) CH3CH=C(Br)CH=CHCI (e) CH3CH₂CHOHCHOHCH2CH3 (g) OH НО... CI (h) H3C Br (b) CH3CHBRCHBRCH ₂Br (d) CH3CH(C6H5)CHOHCH3 (f) CH₂(OH)CH2-CH(OH)CH=CHOH CH3 (1) Br HS Br
7.(a) Draw and label (a) the enantiomer and (b) a pair of diasteromers of the following compound. OH (c) Will a 50:50 mix of the enantiomers of the compound be optically active (rotate plane polarized light). Explain the reason for your answer d) Will a 50:50 mix of the two diasteriomers you drew in (c) be optically active (rotate plane polarized light). Explain the reason for your answer
Is bupropion chiral? If so, how many of the possible stereoisomers are formed in this synthesis?
a）Draw all other stereoisomers of the molecule, labelling meso forms (if any), and assign descriptors to chiral carbon atoms. (b) Including molecule, label pairs of enantiomers and pairs of diastereomers. (c) If you were to distill a mixture of all the isomers, how many fractions could be obtained, and what would in each fraction?
This molecule shown below has an intense flowery odor used in perfumes, but it isomerizes rapidly in base to its odorless diastereoisomer. Draw the chair conformation of the diastereoisomer and explain why the isomerization occurs readily. CHO OH
Consider a mixture that is 60% (+) enantiomer and 40% (-) enantiomer. In which direction will the mixture rotate plane-polarized light? What is the enantiomeric excess of the mixture?
1. Which of the following molecules are chiral? Identify the chirality center(s) in each. (a) -CH3 (b) -CH2CH2CH3 (c) CH3CH2 Toluene Coniine (from poison hemlock) H. Phenobarbital (tranquilizer) 2. A 1.50 g sample of coniine, the toxic extract of poison hemlock, was dissolved in 10.0 mL of ethanol and placed in a sample cell with a 5.00 cm pathlength. The observed rotation at the sodium D line was +1.21°. Calculate [a]p for coniine. 3. Rank the substituents in each of the following sets: (а) -Н, -ОН, -CH-CH3, -СH>СH,ОН (b) -СО-Н, -СО,CH3, -СH2ОH, -он (c) -CN, -CH2NH2, -CH2NHCH3, –NH2 (d) –SH, –CH2SCH3, –CH3, –SSCH3 4. Assign R,S configurations to the following molecules: (a) Br (b) H (c) NH2 H3C-CO2H HOC-CO2H CH3 NCC-CH3 H H 5. Assign R or S configuration to each chirality center in the following molecules: (a) Br (b) CH3 CH3 HaBr (c) HaCH3 BraH H3C" OH H CH3 OH CH3 OH Which of these compounds are enantiomers, and which are diastereomers? 6. Which of the following substances have meso…

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