trans-1,4-Di-tert-butylcyclohexane exists in a normal chair conformation. cis-1,4-Di-tertbutylcyclohexane, however, adopts a twist-boat conformation. Draw both isomers and explain why the cis isomer is more stable in a twist-boat conformation.

trans-1,4-Di-tert-butylcyclohexane exists in a normal chair conformation. cis-1,4-Di-tertbutylcyclohexane, however, adopts a twist-boat conformation. Draw both isomers and explain why the cis isomer is more stable in a twist-boat conformation.

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

Section2.5: Conformations Of Alkanes And Cycloalkanes

Problem 2.9P: Following is a chair conformation of cyclohexane with the carbon atoms numbered 1 through 6. (a)...

See similar textbooks

Related questions

Q: 13 Draw the molecule trans-1-ethyl-3- isopropylcyclohexane in its chair and its flipped chair…

A: The given molecule is 1-ethyl-3-isopropylcyclohexane. Ethyl group is -CH2CH3 and isopropyl group is…

Q: The preferred conformation of cis-1,3- dimethylcyclohexane is ... * chair-diaxial chair-diequatorial…

A: In a cyclo hexane, chair conformation is always preferred as the interactions between groups are…

Q: The majority of cis-3-isopropyl-1-methylcyclohexane molecules assume a conformation wherein a. both…

A: A multiple choice question based on stereochemistry that is to be accomplished.

Q: Draw the two chair conformations of each compound, and label the substituents as axial and…

A: The chair conformations are the accurate representation of cyclohexane rings that are actually…

Q: Draw the alternative chair conformations for the cis and trans isomers of 1,2-dimethylcyclohexane,…

A: The structures in which the one form is having more stability are trans-1,2-dimethylcyclohexane:

Q: draw chair conformation for trans-1-isopopyl-3-methylcyclohexane

A: The chair conformation for trans-1-isopopyl-3-methylcyclohexane are shown as,

Q: • Draw the chair conformations of the following compounds and determine which geometric isomer is…

A: Here we have to write chair and Newman projection structure of cis-1-isopropyl-2-methylcyclohexane.

Q: Draw both chair conformations of cis-1,4-dimethylcyclohexane, and determine which trans isomer is…

A: Introduction : Cis- 1,4-dimethylcyclohexane is that in which one methyl is positioned at axial…

Q: Draw the two chair conformations of each compound, and label the substituents as axial and…

Q: Below are isomers of tert-butylcyclohexanol in conformational structures. Two are cis-2-tert-…

Q: . Draw the three staggered conformations and the three eclipsed conformers of butane for rotation…

A: CH3-CH2-CH2-CH3 Butane

Q: (a) Draw the skeletal structure and (b) both chair conformations for (1R, 3S, 5S)-1-tert-butyl-…

Q: Draw a chair conformation of cyclohexane with one CH3CH2 group and one CH3 group that fits each…

A: Since your question has multiple sub-parts, we will solve first three sub-part for you. If you want…

Q: For the following chair conformations of 1,2-dibromocyclohexane, determine the orientations of the…

Q: Of all the possible cyclooctanes that have one chloro substituent and one methyl substituent, which…

A: Asymmetric centre: An asymmetric centre is a carbon atom which is attached to four different types…

Q: For the following chair conformations of 1,2-dibromocyclohexane, determine the orientations of the…

Q: Draw the two chair conformations of each compound, and label the substituents as axial and…

A: In a stable chair confirmation of the cyclohexane, the bulky groups are at equatorial position. For…

Q: Given cyclohexane in a chair conformation, construct the more stable conformation of…

A: In conformation of substituted cyclohexane, if larger group is found at equatorial position, it…

Q: Converting a Hexagon with Substituents to a Chair Form Draw the two chair forms for the following…

A: The chair form for the given compound is shown below.

Q: Which of the statements below correctly describes the chair conformations of cis-1,4-…

A: Note: In both chair conformations one ethyl at axial, one ethyl at equatorial. Therefore both chari…

Q: Draw the alternative chair conformations for the cis and trans isomers of 1,2-dimethylcyclohexane,…

A: Cis isomer- Bulky groups which are present in same side are called as cis isomer. Trans isomer-…

Q: What are models of cis-1,3-dihydroxycyclohexane Draw 2 possible chair conformation They differ…

Q: ch of the following compounds can adopt a chair conformation in which there are no axial methyi…

Q: A substituent group in the equatorial position of a chair conformation is more stablethan the same…

A: Chair conformation: A six-membered ring conformation in which atoms 2, 3, 5, and 6 lie in the same…

Q: Draw a chair conformation of cyclohexane with one CH3CH2 group and one CH3 group that fits following…

A: In the chair form, the axial and equatorial positions are as follows:

Q: The most stable chair conformation of isopropyl-1,1-dimethylcyclohexane

Q: Draw the two chair conformers for each of the stereoisomers of…

A: Chair conformer: chair conformer is a stable conformer for cyclohexane compound. In this chair…

Q: CH3 CH3 CH3 CH3 Compound I Compound II (i) Are the above cyclohexane derivatives cis- or…

Q: The most stable form of 1,2,3,4,5,6-cyclohexanehexol contains a six-membered ring in the chair…

A: We have to draw this most stable confirmation.

Q: Draw the chair conformations of the following compounds and determine which geometric isomer is more…

A: When methylvgroup have equatorial position then it is more stable confirmation compair to the axial…

Q: For cis-1,3-dimethylcyclohexane, which two chair conformations are in equilibrium? CH3 A B A CH3 CH3…

A: # cis-1,3-dimethylcyclohexane : The answer is Equatorial –…

Q: Draw a chair conformation of cyclohexane with one CH3CH2 group and one CH3 group that fits each…

A: Since your question has multiple sub-parts, we will solve first three sub-part for you. If you want…

Q: true or false the more stable chair conformation of a substitued cyclohexane has the greater number…

A: In chair conformation the substituents can be placed at both equatorial and axial positions . But…

Q: Draw both chair conformations of cis-1,4-dimethylcyclohexane, and Predict which isomer (cis or…

A: Cyclohexane normally exists in chair form. In a substituted cyclohexane, the groups can either…

Q: Consider the images. CH3 -CH3 H3C- CH3 B ČH, A CH3 CH3 CH3 CH3 H3C- ZoH, MC- D F For…

A: The given compounds can be redraw to normal form. Then we can easily identify the cis and trans…

Q: What is Keq for the two possible chair conformations? (cis-1,2-dimethylcyclohexane.) Explain how you…

A: Here we have to determine Keq value of two possible chair conformation cis-1,2-dimethylcyclohexane.…

Q: Draw a chair conformation of cyclohexane with one CH3CH2 group and one CH3 group that fits following…

A: Chair conformation of cyclohexane contains two types of hydrogen. Equatorial hydrogens: These…

Q: Draw a chair conformation of cyclohexane with one CH3CH2 group and one CH3 group that fits following…

A: In the chair form, the axial and equatorial positions are as follows:

Q: Using your molecular modeling kit, construct cyclohexane. In the space below, draw the chair and…

A: The main conformations of cyclohexane are: Chair, half chair, twist boat, and boat.

Q: Sighting along the C2-C3 bond of 2-methylbutane, there are two differ- ent staggered conformations.…

Q: Draw the structures of cis and trans conformations of congo red

A: The structure of cis-congo red is,

Q: Draw a chair conformation of cyclohexane with one CH3CH2 group and one CH3 group that fits following…

A: In the chair form, the axial and equatorial positions are as follows:

Q: 6. The following compound exhibits two chair conformations. Draw them and indicate which one is more…

A: Here we are required to find the most stable chair conformation of given compound

Q: Draw cis-1,2-dichlorocyclohexane in a chair conformation

A: Conformational isomerism is a form of stereoisomerism in which the isomers can be interconverted…

Q: Which is more stable and why? II A. I because it has a chair conformation with the most axial bonds…

Q: Draw the two chair conformations of each compound, and label the substituents as axial and…

A: The two chair conformations of cis-1-ethyl-3-methylcyclohexane has to be drawn.

Q: Draw the two chair conformations of each compound, and label the substituents as axial and…

A: Chair conformation: These conformations are usually applicable for the cyclohexane compounds. The…

Q: Draw 2-methyl-4-sec-butyl cyclohexane in its chair conformation. Then draw the same molecule after a…

A: The explanation is given below-

Q: Consider the chair conformation below: CH, When the chair fips: One methyl group becomes axial, the…

A: Please find the answer attached here

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

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 6 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

Following is a planar hexagon representation for one isomer of 1,2,4-trimethylcyclohexane. Draw the alternative chair conformations of this compound and state which of the two is more stable.
Fill in the blanks: cis-1,3-Dimethylcyclohexane has two different chair conformations: one withboth methyl groups in __________ positions and one with both methyl groups in ____________ positions.
Following 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?
Draw the alternative chair conformations for the cis and trans isomers of 1,2-dimethylcyclohexane, 1,3- dimethylcyclohexane, and 1,4-dimethylcyclohexane. (a ) Indicate by a label whether each methyl group is axial or equatorial. (b) For which isomer(s) are the alternative chair conformations of equal stability? (c) For which isomer(s) is one chair conformation more stable than the other?
The following are representations of two forms of glucose. The six-membered ring is known to exist in a chair conformation in each form. Draw clear representations of the most stable conformation of each. Are they two different conformations of the same molecule, or are they stereoisomers that cannot be interconverted by rotation about single bonds? Which substituents (if any) occupy axial sites?
Draw the two chair conformations for t-butyl-cyclohexane and explain which is the most stable
Given cyclohexane in a chair conformation, construct the more stable conformation of cis‑1‑methyl‑2‑propylcyclohexane by filling in the missing atoms or groups. Use the numbering provided on the ring.
why is this the chair conformation for the cyclohexane? also is the chair conformation cis or trans
Describe the most stable conformation of each ring and compare these conformations with the chair conformation of cyclohexane.
Draw the two chair conformations of the following substituted cyclohexanes. In each case, label the more stable conformation.(a) cis-1-ethyl-4-isopropylcyclohexane
Menthol, a terpene, exists in a (1R,2S,5R) and(1S,2R,5S) form. Draw the two molecules in theirmost stable chair conformers (IUPAC name: 2-isopropyl-5-methylcyclohexanol).
Is there a difference in the stability of the two cyclohexane conformations?