Question

1. Draw the different conformations of cyclohexane and indicate which conformer is more stable and explain...

1. Draw the different conformations of cyclohexane and indicate which conformer is more stable and explain the reason why it is more stable.
2. Draw the saddle conformation of cyclohexane and indicate the axial and equatorial positions of the hydrogen atoms.
3. Identify the chiral carbon with an asterisk in the following molecule. Say how many stereoisomers you can have. CH3CH(OH)CH(Br)CH3

0 0
Add a comment Improve this question Transcribed image text
Answer #1

The different conformations of cyclohexane are :

  • chair conformation
  • boat conformation
  • twist boat conformation
  • half chair conformation

in chair conformation there is no steric hinderance or dipole dipole interactions between the non bonded atoms. thus this conformation is strain free and the most stable conformation of cyclohexane.

in boat conformation, the hydrogen on four of the carbon atome ( C2 , C3 and C5 ,C6 ) are ecplised. as a result , there is torsional strain. also , due to two hydrogens at C1 and C4 are very close to each other and the interaction is called flagpole interaction. due to these strains, boat conformation is less stable than chair conformation.

twist boat conformation : in this conformation , flagpole interactions are minimized , and the torsional strain on C2 , C3 and C5, C6 is allso reduced. as a result , twist boat conformation is more stable than boat conformation by about 6.7 KJ/mol although it is less stable than chair conformation.

in between chair conformation and twist boat conformation lies yet another conformation known as half chair conformation. it has both angle and torsional strains. in fact it represents merely a tranistion state conformation.

so the relative stability of different are :

chair > twist boat > boat > half chair

Add a comment
Know the answer?
Add Answer to:
1. Draw the different conformations of cyclohexane and indicate which conformer is more stable and explain...
Your Answer:

Post as a guest

Your Name:

What's your source?

Earn Coins

Coins can be redeemed for fabulous gifts.

Not the answer you're looking for? Ask your own homework help question. Our experts will answer your question WITHIN MINUTES for Free.
Similar Homework Help Questions
  • The cyclohexane derivative shown exists primarily in the more stable of the two available chair conformations....

    The cyclohexane derivative shown exists primarily in the more stable of the two available chair conformations. Give the position, axial or equatorial, of each of the three groups shown in the more stable chair conformation. If a group divides its time equally between axial and equatorial positions, indicate this with ax/eq. The table of "Axial Strain Energies for Monosubstituted Cyclohexanes" found in the "Strain Energy Increments" section of the Reference tool is useful for answering this question. The choices are...

  • The cyclohexane derivative shown exists primarily in the more stable of the two available chair conformations. Give the position, axial or equatorial, of each of the three groups shown in the more st...

    The cyclohexane derivative shown exists primarily in the more stable of the two available chair conformations. Give the position, axial or equatorial, of each of the three groups shown in the more stable chair conformation. If a group divides its time equally between axial and equatorial positions, indicate this with ax/eq The table of "Axial Strain Energies for Monosubstituted Cyclohexanes" found in the "Strain Energy Increments" section of the Reference tool is useful for answering this question. CH-CH2 CI Group...

  • Is it axial, equatorial, or ax/eq? The cyclohexane derivative shown exists primarily in the more stable...

    Is it axial, equatorial, or ax/eq? The cyclohexane derivative shown exists primarily in the more stable of the two available chair conformations. Give the position, axial or equatorial, of each of the three groups shown in the more stable chair conformation. If a group divides its time equally between axial and equatorial positions, indicate this with ax/eq. The table of "Axial Strain Energies for Monosubstituted Cyclohexanes" found in the "Strain Energy Increments" section of the Reference tool is useful for...

  • The cyclohexane derivative shown exists primarily in the more stable of the two available chair conformations....

    The cyclohexane derivative shown exists primarily in the more stable of the two available chair conformations. Give the position, axial or equatorial, of each of the three groups shown in the more stable chair conformation. If a group divides its time equally between axial and equatorial positions, indicate this with ax/eq. The table of "Axial Strain Energies for Monosubstituted Cyclohexanes" found in the "Strain Energy Increments" section of the Reference tool is useful for answering this question. СІ bCH2CH3 Group...

  • Draw the following substituted cyclohexane in its most stable chair conformation. Clearly indicate which bonds are...

    Draw the following substituted cyclohexane in its most stable chair conformation. Clearly indicate which bonds are axial and which bonds are equatorial and provide the systematic name for this compound, using R/S designations to indicate stereochemistry. CH3 CI CH3 CH3 H3C

  • Indicate the positions of the labeled groups in this molecule as axial or equatorial in the...

    Indicate the positions of the labeled groups in this molecule as axial or equatorial in the most stable chair conformation. Why am I wrong???? Indicate the positions of the labeled groups in this molecule as axial or equatorial in the most stable chair conformation. a CH(CH3)2 i OH y b a CH(CH3)2 OH C CH3 cCH3 Group a: equatorial Group b: axial Group c: equatorial Group a: axial Group b: equatorial Group c: axial y An error has been detected...

  • with explanation 1) Draw a chair conformation of cyclohexane. Then, draw and level properly all axial...

    with explanation 1) Draw a chair conformation of cyclohexane. Then, draw and level properly all axial and equatorial positions on chair form of cyclohexane. 2) Draw chair, half-chair and boat conformations of ethyl cyclohexane and draw an energy diagram to explain their relative stability: 3) Draw two possible chair conformations for each of the mono-substituted cyclohexanes and determine their relative stability with proper explanation. OH 4) Draw two possible chair conformations for each of the di-substituted cyclohexanes and determine their...

  • Disubstituted Cyclohexanes Chem 2511/2611 - Chapter 4 Draw both chair conformations for each cyclohexane molecule. 2....

    Disubstituted Cyclohexanes Chem 2511/2611 - Chapter 4 Draw both chair conformations for each cyclohexane molecule. 2. On each chair conformation, label the methyl groups as axial/equatorial and upkdown. 3. Label the lowest energy contormation if there is one. Cis or Trans Cyclohexane Chair Conformations 2

  • 38. Provide the correct hexagonal conformation or Ring-flipped chair conformations for the following cyclohexane (as parent...

    38. Provide the correct hexagonal conformation or Ring-flipped chair conformations for the following cyclohexane (as parent chain) compounds. Then circle the more stable chair conformation. Flat Hexagon structure Chair conformation A H Chair conformation B CHS 2 Dr 2 Br 3 CH3 2 5 3 39. The following compounds have 2 stereogenic carbons, therefore 4 stereoisomeric structures (3 if there is a meso-form) These are not cyclic compounds. a) Draw the structure. b) Identify the stereogenic carbons. Assign the Cahn-Ingold-Prelog...

  • 9. Draw two different chair conformations of cyclohexanol, showing all hydropen atoms. Identify each position as...

    9. Draw two different chair conformations of cyclohexanol, showing all hydropen atoms. Identify each position as axial or equatorial 10. Draw the most stable chair conformation of the following molecules, and estimate the amount of strain in each: (a) trans-1-Chloro-3-methylcyclohexane (b) cis-1-Ethyl-2-methylcyclohexane (c) cis-1-Bromo-4-ethylcyclohexane (d) cis-1-tert-Butylcyclohexane 11. Which isomer is more stable, cis-decalin or trans-decalin? Explain. 12. Glucose exists in two forms having a 36:64 ratio at equilibrium. Draw a skeletal structure of each, describe the difference between them and...

ADVERTISEMENT
Free Homework Help App
Download From Google Play
Scan Your Homework
to Get Instant Free Answers
Need Online Homework Help?
Ask a Question
Get Answers For Free
Most questions answered within 3 hours.
ADVERTISEMENT
ADVERTISEMENT