On a separate sheet of paper, draw the two alternative chair conformations for the product formed by the addition of bromine to 4-tert-butylcyclohexene. The Gibbs free-energy differences between equatorial and axial substituents on a cyclohexane ring are 21 kJ/mol for tert-butyl, and 2.3 kJ/mol for bromine. Calculate the ratio of the two observed products at 42.0 °C using the following equation: AG° = –RT In Keq The gas constant, R, is 8.314 J/K•mol. (Enter your answer to two significant figures.) Ratio: 100 to 1 Major Minor

On a separate sheet of paper, draw the two alternative chair conformations for the product formed by the addition of bromine to 4-tert-butylcyclohexene. The Gibbs free-energy differences between equatorial and axial substituents on a cyclohexane ring are 21 kJ/mol for tert-butyl, and 2.3 kJ/mol for bromine. Calculate the ratio of the two observed products at 42.0 °C using the following equation: AG° = –RT In Keq The gas constant, R, is 8.314 J/K•mol. (Enter your answer to two significant figures.) Ratio: 100 to 1 Major Minor

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...

See similar textbooks

Related questions

Q: On a separate sheet of paper, draw the two alternative chair conformations for the product formed by…

A: The two chair conformations are represented as A and B as follows:

Q: Explain the equitorial and axial orientation of the substituents in the more stable forms of the cis…

A: 1-isobutyl-2-methylcyclohexane exists in chair form and contains an isopropyl group and a methyl…

Q: Cyclohexane derivatives exist primarily in the most stable of the available chair conformations.…

Q: elow is the structure for beta-carotene, a pigment found in plants and vegetables that give them…

A: The given structure of beta-carotene is shown belowWe have to determine the number of trans alkenes…

Q: Cyclohexane derivatives exist primarily in the most stable of the available chair conformations.…

Q: Give the product for the addition of chlorine when HCl reacts with 3-Hexyne in acetic acid…

A: A carbon-carbon triple bond in an alkyne is protonated by a hydrohalic acid, e.g., HCl or HBr, to…

Q: There are three constitutional isomers with the molecular formula C5H12. Chlorination of one of…

A: The molecular formula of the given compound is C5H12. The compounds with the same molecular formula…

Q: Carbons 1 and 4 of 1,3-cyclohexadiene are equivalent (they form the same carbocation upon…

Q: The measured energy difference between ring-flip conformations of cis-1,3-dimethylcyclohexane is…

A: 1,3-Diaxial interactions are steric interactions between an axial substituent located on carbon atom…

Q: Question 29 For the compound below please identify the position of equilibrium (which chair…

A: The basic principle is; the bulky group should always come at equatorial position.The higher the…

Q: Cyclohexane derivatives exist primarily in the most stable of the available chair conformations.…

A: Explanation - A conformation in which both substituents are equatorial will always be more stable…

Q: Following is a staggered conformation for one of the enantiomers of 2-bromobutane, and several…

Q: One of the chair conformations of cis-1,3-dimethylcyclohexane is more stable than the other by 23.1…

A: Given ,Chair conformers of cis.One conformer is more stable than other by objective : Determine the…

Q: The alkene shown below is treated sequentially with ozone (O3) and zinc/acetic acid. Draw structural…

Q: Show the steps necessary to transform the acid on the left into the compound on the right. Be sure…

Q: Cyclohexane derivatives exist primarily in the most stable of the available chair conformations.…

A: Step 1: The axial strain energies of the given substituents are:a: CN: 0.8 kJ/molb: H: -c: CH=CH2:…

Q: The general values for steric and torsional strain are provided. Use these values to calculate the…

Q: 2- Give the common names for the following Alkenes: Ethene, Propene, 2-Methyl propene, and 2-Methyl,…

Q: 9. 3,3,4-trimethyl-1-pentene 3,5-dimethylcyclopentene 10. 11. 3-bromo-1-pentyne 12. chlorobenzene

Q: For 1,2-dibromoethane, the energy of "anti" conformation (1) is 1.0 kJ/mol lower than the energy of…

A: To calculate the % of 1,2 bromoethane present at 300 K given that the energy difference between the…

Q: Draw the structure of the following three isomeric acid chlorides with chemical formula C-H₂CIO. •…

A: If in an alkene; when the higher priority groups come on the same side it is called Z configuration.…

Q: equatorial

Q: Gibbs free energy differences between axial-substituted and equatorial-substituted chair…

A: The tert-butyl cyclohexane can occupy either axial or equatorial position. But due to its bulkiness,…

Q: Cyclohexane derivatives exist primarily in the most stable of the available chair conformations.…

A: Step 1:

Q: On a separate sheet of paper, draw the two alternative chair conformations for the product formed by…

A: In the given question we have to calculate the ratio of two observed product formed by the…

Q: Compounds 1 and 2 were prepared, and the difference in their heats of combustion was found to be…

A: Given are organic compounds.The given conformations are lowest-energy conformations of given…

Q: The two alternative chair conformations of cis-1-cyano-4-methylcyclohexane differ in their Gibbs…

Concept explainers

Alkanes and Cycloalkanes

Alkanes are saturated organic compounds which are made up of C and H atoms. Alkanes have the general formula of CnH2n+2. Alkane contains sp3 hybridized carbon atoms with four sigmas (σ) bonds & every hydrogen atom is connected with one of the carbon atoms. The size of the alkane could be determined by the number of carbon atoms located in it.

Question

On a separate sheet of paper, draw the two alternative chair conformations for
the product formed by the addition of bromine to 4-tert-butylcyclohexene. The
Gibbs free-energy differences between equatorial and axial substituents on a
cyclohexane ring are 21 kJ/mol for tert-butyl, and 2.3 kJ/mol for bromine.
Calculate the ratio of the two observed products at 42.0 °C using the following
equation:
AG° = –RT In Keq
The gas constant, R, is 8.314 J/K•mol.
(Enter your answer to two significant figures.)
Ratio: 100
to 1
Major
Minor

Expert Solution

This question has been solved!

Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.

This is a popular solution!

SEE SOLUTION Check out a sample Q&A here

Step 1

VIEW

Step 2

VIEW

Trending now

This is a popular solution!

Step by step

Solved in 2 steps with 1 images

SEE SOLUTION Check out a sample Q&A here

Knowledge Booster

Learn more about

Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.

Similar questions

Calculate the difference in Gibbs free energy in kilojoules per mole between the alternative chair conformations of: Q.) trans-4-Methylcyclohexanol
∆H° values obtained for a series of similar reactions are one set of experimental data used to determine the relative stability of alkenes. Explain how the following data suggest that cis-but-2-ene is more stable than but-1-ene (Section 12.3A).
Using chair conformational structures (Section 4.11), show the nucleophilic substitution reaction that would take place when trans-1-bromo-4-tert-butylcyclohexane reacts with iodide ion. (Show the most stable conformation of the reactant and the product.)
Identify the most stable, second most stable, and least stable conformation resulting from rotation about the bond indicated by the purple arrow. Assume, in this context, that the methoxy group is sterically smaller than the methyl group, an assumption that is supported by the fact that methoxy groups induce less axial strain than methyl groups in cyclohexane conformations. H H CH₂ CH₂ QOCH, HIC DOCH, HIC H₂C H₂C A Most stable Second most stable OCH₂ Least stable HH с H₂ OCH H₂C [Choose] [Choose] [Choose ] OCH₂ CH₂ D H₂C+ HH носна H₂C H₂C H H H OCH₂
How many axial hydrogen atoms are there on the most stable conformation of (1S,2R)-1-ethyl-2-methycyclohexane?
Decide which conformation in each pair of compounds is more stable
Draw the conformation for methoxycyclohexane with the methoxy group axial and the conformation with the methoxy group equatorial, include all hydrogen atoms on cyclohexane and label each as axial or equatorial. Using the values from Table 3.2, which conformation is more stable and by how much energy? Calculate the Keq for the equilibrium between axial and equatorial cyclohexane at 298 K. Calculate the percentage of each conformation present at this temperature.