Which of the following two conformations of cis-1-bromo-4-methylcyclohexane is more stable? Use the strain energy increments in the table below estimate the energy difference (a positive number) between them. C Tell Wheth.(Referencen)Which of the following two conformations of cis-1-bromo-4-methyleyclohexane is more stable? Use the strain energy increments in the table below estimate the edifference (a positive number) between them.1,3-Diaxial Strain Energies for MonosubstitutedСуclohexanesSubstituentkJ/mol Substituent kJ/molCN, cyano0.4-NH22.95-F0.5COOH2.95-CCH, ethynyl 0.85-CH-CH,3.550.95CH,3.64-CI1.1CH,CH,3.65-Br1.2-CH(CH,) 4.5OH1.95-C(CH,),10.56.3CHBrHyC.The most stable conformation isThe energy difference isk/molPreviousNextSubmit AnswerTry Another Version2 tem attempts remaining

Given two conformations of cis-1-bromo-4-methylcyclohexane. To find the stable conformation and…

Which of the following two conformations of cis-1-bromo-4-methylcyclohexane is more stable? Use the strain energy increments in the table below estimate the energy difference (a positive number) between them

Which of the following two conformations of cis-1-bromo-4-methylcyclohexane is more stable? Use the strain energy increments in the table below estimate the energy difference (a positive number) between them

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter4: Organic Compounds: Cycloalkanes And Their Stereochemistry

Section4.SE: Something Extra

Problem 24VC: A trisubstituted cyclohexane with three substituents-red, green, and blue-undergoes a ring-flip to...

See similar textbooks

Related questions

Q: TOMA is a conformational stereoisomer of trans-1,2-dimethylcyclohexane. It is converted to conformer…

A: Among two conformers, which has lower energy, it is stable conformer. During flipping, axial group…

Q: Draw the most stable conformation for Cis-1-Cloro-3-methylcyclohexane

A: A cyclohexane conformation is any of several three-dimensional shapes adopted by a cyclohexane…

Q: Which conformation of cyclohexane has the greater steric strain

Q: Which of the following disubstituted cyclohexanes could exist in a conformation that has both groups…

A: Cyclohexane conformation:The cyclohexane ring is not planar and to minimize the angle strain the…

Q: Draw the two chair conformations of 1,1,3-trimethylcyclohexan ,and estimate the amount of strain…

A: The spatial arrangement of atoms in a molecule obtained by rotation around carbon - carbon single…

Q: Draw the most stable conformation of trans – 1-isopropyl-3-methylcyclohexane. The most stable…

A: The solution is given below -

Q: Draw the two chair conformations of cis-2-methyl-1-tert-butylcyclohexane and circle the most stable…

A: Welcome to bartleby !

Q: Draw the lowest energy conformer of trans-1,3-dimethylcyclohexane.

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

A: CH3-CH2-CH2-CH3 Butane

Q: most stable chair conformation of the cis-1-chloro_2_tertbutylcyclohexane

A: The most stable chair conformation of the cis-1-chloro-2-tertbutylcyclohexane.

Q: Draw the two chair conformations of cis-1-chloro-4-methylcyclohexane. Which of the conformers is…

Q: Draw the most stable chair conformation of the cis-1-bromo-4-isopropylcyclohexane and estimate the…

Q: /hich stereoisomer can obtain the least amount of conformational strain, cis- or trans-1,3-…

A: We know that group at axial position in chair form feel more repulsion than equitorial position .

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

Q: Which of the following molecules has the lowest strain energy? Cyclobutane Cyclopentane…

Q: Draw the most stable conformation of cis-1-2-dimethylcyclohexane

A: The most stable conformation of cyclohexane is chair conformation. In chair conformation there is…

Q: Draw the most stable form of the chair conformers for trans- and cis-1,3-diisopropylcyclohexane.…

A: The trans conformer of 1,3-diisopropylcyclohexane is shown below. The cis conformer of…

Q: Draw the most stable chair conformation of the cis-1-chloro-3-tert-butylcyclohexane and estimate the…

A: In trans chair conformation, one substituent is present in the up direction, and another substituent…

Q: Draw both conformations for 1-ethyl-1-methylcyclohexane and decide which conformation (if any) is…

Q: c) Draw the most stable chair conformation for each of the following cyclohexanes. Now, "flip" the…

A: The bulky group should be present in the equatorial position. So that the energy will be minimum for…

Q: Which is more stable, cis-1,3-dimethylcyclohexane or trans-1,3-dimethyl- cyclohexane? Draw chair…

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: Draw the most stable chair conformation of the cis-1-chloro-2-tert-butylcyclohexane and estimate the…

A: The chair conformation having cis orientation of chloro and tert-butyl groups at first and second…

Q: Shown is one isomer of 2,4-dibromo-1,3,5-triethylcyclohexane.

A: Isomer: It means molecules with having the same molecular formula but different spatial and…

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: Write the two chair conformations of each of the following and in each part designate which…

A: The chair confirmations of each of them are as follows:

Q: alculate the difference in energy between the two conformation of…

A: Two conformations of trans-4-tert-butyl-1-methylcyclohexane are shown as,

Q: Define conformational isomers. Draw or attach a photo then arrange the following conformers of…

Q: Draw the most stable conformations of cis-1,2-dimethylcyclohexane and trans-1,2-dimethylcyclohexane.

A: Conformational isomers: The conformational isomers are formed by the rotation of a carbon-carbon…

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

Q: CH, H H CH, trans-1,2-Dimethylcyclohexane H CH, H. ČH, trans-1,3-Dimethyleyclohexane CH, H,C H…

A: Given structures,

Q: Draw the most stable conformation of(a) trans-1-tert-butyl-3-(1,1-dimethylpropyl)cyclohexane.

Q: please could they be answered and they aren't graded questions

A: The two chair conformations of given compounds are drawn in step two.

Q: Consider a Newman Projection for 2,2,3-trimethylbutane. Which of the following is true? The least…

A: When a carbon atom is attached to four different substituents, then the carbon is called asymmetric…

Q: Draw all the conformers of the molecule on the right as Newman projections sighted along the C3- C4…

A: When dihedral angle is 0° the Newman Projection is called Eclipsed. When dihedral angle is 60° the…

Q: Draw the most stable conformation for each compound: a) cis-1-isopropyl-3-methylcyclohexane b)…

A: Concept introduction: The most stable conformation of the given molecule is the chair that has the…

Q: What is the total strain energy of 2-methylpropane in an eclipsed conformation? (Use Newman…

A: Eclipse form is less stable among all conformer of 2- methyl propane

Q: Do conformational isomers count as stereoisomers? For example, if we consider disubstituted…

Q: Which of the following statements is not true regarding the conformation of substituted…

A: The boat conformation is less stable than the chair conformation due to the 1,3-diaxial interaction.

Q: Given the planar trisubstituted cyclohexane below, fill in all boxes (with H, CI or Br) to complete…

Q: Determine how many substituents in the axial position does the most stable conformer of…

A: The structure for the given compound is:

Q: The molecule cis-1-bromo-4-isopropylcyclohexane can exist in two different chair conformations,…

Q: There are three distinct chair conformations for cyclohexylcyclohexane. (a) Draw all three and (b)…

A: Different three-dimensional structures obtained by rotating the C-C single bond is called…

Q: Given the structure of the following 1,2,3,5-tetrachlorocyclohexane: Draw the most stable chair…

A: The given compound is 1,2,3,5-tetrachlorocyclohexane. This compound contains a cyclohexane ring and…

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: Which of the following cyclohexane conformation is (are) consider to be the most stable conformation…

A: The most stable conformation is the one that has bulkier groups at the equatorial position. This is…

Q: Consider the most stable chair form for cis-1,2-dimethylcyclohexane. Now, consider the most stable…

A: Consider the most stable chair form for cis-1,2-dimethylcyclohexane. Now, consider the most stable…

Q: Draw the least and the most stable chair conformations of each of the following compounds:…

A: We have to draw most and least stable confirmation.

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

Which of the following two conformations of cis-1-bromo-4-methylcyclohexane is more stable? Use the strain energy increments in the table below estimate the energy difference (a positive number) between them.

C Tell Wheth.
(Referencen)
Which of the following two conformations of cis-1-bromo-4-methyleyclohexane is more stable? Use the strain energy increments in the table below estimate the e
difference (a positive number) between them.
1,3-Diaxial Strain Energies for Monosubstituted
Суclohexanes
Substituent
kJ/mol Substituent kJ/mol
CN, cyano
0.4
-NH2
2.95
-F
0.5
COOH
2.95
-CCH, ethynyl 0.85
-CH-CH,
3.55
0.95
CH,
3.64
-CI
1.1
CH,CH,
3.65
-Br
1.2
-CH(CH,) 4.5
OH
1.95
-C(CH,),
10.5
6.3
CH
Br
HyC.
The most stable conformation is
The energy difference is
k/mol
Previous
Next
Submit Answer
Try Another Version
2 tem attempts remaining

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

Step 2

Step 3

Step 4

ANSWER

Trending now

This is a popular solution!

Step by step

Solved in 5 steps with 5 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

Which is the most stable stereoisomer and configuration of 1-chloro-4-methylcyclohexane between the cis and trans configurations? Please explain. Provide chair structures + show all H for cis- and trans-1-chloro-4-methylcyclohexane, and use arrows to show where steric strain occurs.
for structures 1-5 please state wether they are identical, enatiomers, or diastereomers.
one of the chair structures of cis-1-chloro-3-methylcyclohexane is more stable than the other by 15.5 kj/mol (3.7kcal/mo) which is it ? what is the energy cost of a 1,3-diaxial interaction between a chlorine and a methyl group?
Draw the skeletal (line-bond) structure for (5S), (3Z)-5-chlorohex-3-en-2-one. Use a dash or wedge bond to indicate stereochemistry of substituents on asymmetric centers, where applicable. Show proof for (5S) and (3Z).
There are a number of terms used in conformational analysis. Match each term below with the appropriate definition.
A trisubstituted cyclohexane with three substituents-red, green, and blue-undergoes a ring-flip to its alternate chair conformation. Identify each substituent as axial or equatorial, and show the positions occupied by the three substituents in the ring-flipped form.
Draw the structures of 1,3-pentadiene and 1,4-pentadiene and label the carbons. Predict the trendin C-C single bond lengths in the two compounds.
B + 2C ---> D + E
How many H-H eclipsing were planar.assume energy cost of 4.0 interaction would be present f cyclopentanekj/mol for each eclipsing interaction how much torsionl strane of woud planar cyclopentane have .since the measured totl strane of cyclopentane is 26kj/mol .how much torsional strain is revealed by puckering?
drop down for the first selection is NH4Cl and CH3COOH and the second drop down is NH3 and NaCH3COOH
Consider 1-bromo-2-methylpropane and draw the following. Q) The staggered conformation(s) of lowest energy
The highest energy conformation of ethane has 12 kJ/mol of strain. The two highest conformations of butane have 16 and 19 kJ/mol of strain, respectively. How much strain does the highest energy conformation of 2,3-dimethylbutane have?