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The most stable conformer cis-cyclohexan...

The most stable conformer cis-cyclohexan-1,4-diol is:

A

(a) Diaxial boat from

B

(b) Diequatiorial boat from

C

(c) Diaxial chair from

D

(d) Diequatiorial chair from

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The correct Answer is:
To determine the most stable conformer of cis-cyclohexan-1,4-diol, we need to analyze the different conformations of the molecule and assess their stability based on steric hindrance and hydrogen bonding. ### Step-by-Step Solution: 1. **Understanding the Structure**: - Cis-cyclohexan-1,4-diol has two hydroxyl (OH) groups located on the 1st and 4th carbon atoms of the cyclohexane ring. The "cis" designation indicates that both OH groups are on the same side of the ring. 2. **Identifying Conformations**: - Cyclohexane can adopt several conformations, primarily the chair and boat forms. The chair conformation is generally more stable due to less steric strain compared to the boat form. 3. **Drawing the Chair Conformation**: - In the chair conformation, we can place the OH groups in either axial or equatorial positions. The equatorial position is preferred for larger substituents to minimize steric hindrance. 4. **Placing OH Groups**: - For the most stable conformation, place both OH groups in equatorial positions. This minimizes steric hindrance and allows for optimal hydrogen bonding. 5. **Assessing Hydrogen Bonding**: - In the chair conformation with both OH groups in equatorial positions, the hydroxyl groups can form hydrogen bonds with axial hydrogens on the cyclohexane ring. This intramolecular hydrogen bonding increases the stability of the molecule. 6. **Comparing with Other Forms**: - If we consider the boat conformation, the OH groups would be on the same axis, leading to increased steric hindrance and less favorable interactions. The chair conformation with axial OH groups would also be less stable due to steric interactions. 7. **Conclusion**: - The most stable conformer of cis-cyclohexan-1,4-diol is the chair form with both OH groups in equatorial positions, allowing for optimal hydrogen bonding and minimal steric hindrance. ### Final Answer: The most stable conformer of cis-cyclohexan-1,4-diol is the chair form with both OH groups in equatorial positions. ---
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Knowledge Check

  • The the most stable conformer of cis-cyclohexan-1,4-diol is:

    A
    (a) Diaxial boat from
    B
    (b) Diequatiorial boat from
    C
    (c) Diaxial chair from
    D
    (d) Diequatiorial chair from
  • The most stable form of cis cyclohexane -1,3-diol is represented as :1

    A
    B
    C
    D
  • The stable conformer (s) of cis-cyclohexane 1-3- diol is/are:

    A
    `1-` axial`-3-` axial form
    B
    `1-` axial`-3-` equatorial form
    C
    `1`-equatorial- `3`- axial form
    D
    `1`- equatorial -`3`- equatorial form
  • CENGAGE CHEMISTRY-ALKANES AND CYCLOALKANES-Single Correct
    1. The compound having only primary hydrogen atom is:

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    2. Which of the following has the higest knocking property ?

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    3. Which of the following reactions will not give propane ?

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    4. Which of the following is a tetracyclic compound ?

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    5. The most stable confomation of cis-1,4-di-t-buty1 cyclohexane is:

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    6. The the most stable conformer of cis-cyclohexan-1,4-diol is:

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    7. The most stable conformer cis-cyclohexan-1,4-diol is:

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    8. The total number of isomer including stereosisomers for 1,2-dimethyl c...

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    9. The toal number of isomers including stereoisomers for 1,3-dimethly cy...

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    10. The most stable from trans-1,2-dimethyl cyclohexane is:

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    11. Consider the following reaction: Barium adipate Compound (B) is:

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    12. The decreasing order of boiling points of the following compounds is: ...

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    13. The decreasing order of melting points of the following compounds is: ...

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    14. The decreasing order of the acidic character of the following is: (I)

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    15. Which of the following reactions will not give four-membered cyclic co...

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    16. The structue of alkane or cycloalkane with molecular formula C(8)H(18)...

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    17. The structure of the compound with molecular formula C(6)H(12) that ha...

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    18. The structure of the compound with molecular formula C(6)H(12) that ha...

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    19. The structure of the compound with molecular formula C(8)H(14) that ha...

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    20. Give the decreasing order of the stability of the following or increas...

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