Concept explainers
Using the cyclohexane with the C’s numbered as shown, draw a chair form that fits each
description.
a. The ring has an axial
b. The ring has an equatorial
c. The ring has equatorial
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- Glucose is a simple sugar with five substituents bonded to a six-membered ring.a. Using a chair representation, draw the most stable arrangement of these substituents on the six-membered ring.b. Convert this representation into one that uses a hexagon with wedges and dashed wedges.c. Draw a constitutional isomer of glucose.d. Draw a stereoisomer that has an axial OH group on one carbon.arrow_forwardWhich member of each pair has the lower boiling point? Explain your choice. ***When you draw the diagrams, how do you draw the dipoles when you have CH3 CH2CH2CH3? Like how do you determine the CH3 or CH2 have the dipole. Thank you.arrow_forwardGlucose is a simple sugar with five substituents bonded to a sixmembered ring.a.Using a chair representation, draw the most stable arrangement of these substituents on the six-membered ring. b.Convert this representation to one that uses a hexagon with wedges and dashed wedges. c.Draw a constitutional isomer of glucose. d.Draw a stereoisomer that has an axial OH group on one carbon.arrow_forward
- Glucose is a simple sugar with five substituents bonded to a sixmembered ring. a.) Using a chair representation, draw the most stable arrangement of these substituents on the six-membered ring.b.) Convert this representation to one that uses a hexagon with wedges and dashed wedges.c.) Draw a constitutional isomer of glucose.d.) Draw a stereoisomer that has an axial OH group on one carbonarrow_forwardConsider the tricyclic structure B. (a) Label each substituent on the rings as axial or equatorial. (b) Draw B using chair conformations for each six-membered ring. (c) Label the atoms on the ring fusions (the carbons that join each set of two rings together) as cis or trans to each other.arrow_forwardDraw the planar (Haworth) structure for cis-1-ethyl-2- methylcyclohexane. (b) Draw the two ring - flipped chair conformations. (c) Circle the more stable chair conformation (circle both if they are equal in energy). Draw the Haworth structure and the two ring-flipped conformations of 1, 2, 4- trimethylcyclohexane (Compound D) on the frames below, b) Circle the more stable chair conformation (circle both if they are equal in energy). Haworth Structurearrow_forward
- (a) (R)-1,1,2-trimethylcyclohexane, draw a three-dimensional representation.arrow_forwardOn the left is a stereorepresentation of glucose (we discuss the structure and chemistry of glucose in Chapter 25). (a) Convert the stereorepresentation on the left to a planar hexagon representation. (b) Convert the stereorepresentation on the left to a chair conformation. Which substituent groups in the chair conformation are equatorial? Which are axial?arrow_forwardFollowing is a chair conformation of cyclohexane with the carbon atoms numbered 1 through 6. (a) Draw hydrogen atoms that are above the plane of the ring on carbons 1 and 2 and below the plane of the ring on carbon 4. (b) Which of these hydrogens are equatorial? Which are axial? (c) Draw the alternative chair conformation. Which hydrogens are equatorial? Which are axial? Which are above the plane of the ring? Which are below it?arrow_forward
- Label each ring in Figure 7.2 cis or trans.arrow_forwardAnswer the following questions about compound A, which contains a CH3 group and OH group bonded to the carbon skeleton that consists of three six-membered rings in the conformation shown a.) Are the CH3 and OH groups oriented cis or trans to each other?b.) Is a substituent on Ca that is cis to the CH3 group located in the axial or equatorial position? c.) Is an equatorial Br at Cb oriented cis or trans to the OH group?d.) Is the H atom on Cc located cis or trans to the OH group?e.) Is a substituent on Cd that is trans to the OH group located in the axial or equatorial position?arrow_forwardAnswer the following questions about compound A, which contains a CH3 group and OH group bonded to the carbon skeleton that consists of three six-membered rings in the conformation shown.a.Are the CH3 and OH groups oriented cis or trans to each other? b. Is a substituent on Ca that is cis to the CH3 group located in the axial or equatorial position? c. Is an equatorial Br at Cb oriented cis or trans to the OH group? d. Is the H atom on Cc located cis or trans to the OH group? e.Is a substituent on Cd that is trans to the OH group located in the axial or equatorial position?arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningOrganic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning