a. Use strain energy increments in the OWL Table Reference (see References button, Strain Energy Increments) to calculate the energy difference between the two chair conformations of the compoun b. Specify substituent positions (axial or equatorial) in the more stable chair. c. Estimate the percent of the more stable chair at equilibrium at 25°C. (To determine the percent of the more stable chair at equilibrium, first calculate Keq, and then use this value to find the percentage.) CH CH nswers: a. The energy difference is ( kJ/mol. b. In the more stable chair: • The phenyl group is in the The isopropyl group is in the [ position. position. c. At 25°C the equilibrium percent of the more stable chair conformation is approximately |

a. Use strain energy increments in the OWL Table Reference (see References button, Strain Energy Increments) to calculate the energy difference between the two chair conformations of the compoun b. Specify substituent positions (axial or equatorial) in the more stable chair. c. Estimate the percent of the more stable chair at equilibrium at 25°C. (To determine the percent of the more stable chair at equilibrium, first calculate Keq, and then use this value to find the percentage.) CH CH nswers: a. The energy difference is ( kJ/mol. b. In the more stable chair: • The phenyl group is in the The isopropyl group is in the [ position. position. c. At 25°C the equilibrium percent of the more stable chair conformation is approximately |

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

Chapter2: Alkanes And Cycloalkanes

Section: Chapter Questions

Problem 2.63P: On the left is a stereorepresentation of glucose (we discuss the structure and chemistry of glucose...

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Similar questions

Use strain energy increments in the OWL Table Reference (see References button, Strain Energy Increments) to calculate the energy difference between the two chair conformations of the compound below. Specify substituent positions (axial or equatorial) in the more stable chair. Estimate the percent of the more stable chair at equilibrium at 25°C. (To determine the percent of the more stable chair at equilibrium, first calculate Keq, and then use this value to find the percentage.)
Use flat representation of rings, not chair in the drawing. Determine the most and least stable. Consider the most stable chair for each of these isomers, and then draw the most stable and least stable isomer based on a comparison of the best chair for each one.
Rank these conformational isomers in order of decreasing potential energy. Rank from hightest to lowest potential energy. To rank items as equivalent, overlap them.
On 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?
Given that the free energy of the twist-boat conformer of cyclohexane is 5.3 kcal/mol greater than that of the chair conformer, calculate the percentage of twist-boat conformers present in a sample of cyclohexane at 25 °C. Does your answer agree with the statement made in Section 3.13 about the relative number of molecules in these two conformations?
(a) (R)-1,1,2-trimethylcyclohexane, draw a three-dimensional representation.
-Sketch the Fischer projection and make a model of each stereoisomer (R and S) of the alcohol 2-butanol, CH3CHOHCH2CH3. Also sketch the monosaccharide glyceraldehyde, HOCH2CHOHCHO. Prioritize the four groups attached to the stereocenter with 1 being the highest priority and 4 being the lowest priority.
Shown below is Streptomycin, an antibiotic medication used to treat a number of bacterial infections, including tuberculosis, plague, and endocarditis. Neomycin B has broad-spectrum antibacterial activity. Circle and label as many functional groups in these molecules as you can. Label each chiral carbon in Streptomycin. How many total stereoisomers exist for Streptomycin? Label each chiral carbon in Neomycin B. How many total stereoisomers exist for Neomycin B?
Are my chair conformations correct? What about the energies of each conformation according to the table?
For every structure below, draw the most stable chair conformation. Where two or more conformations are equally stable, draw both.
Glucose, when in your bloodstream, conforms to a chair conformation. Using the templates in the picture, draw the two chair conformations of glucose and circle the more stable one.
Label the sites of torsional and steric strain in each conformation.