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Shweta Thakur posted an Question
August 06, 2020 • 02:32 am 30 points
  • IIT JAM
  • Chemistry (CY)

Plz explain this.... that a chloro substituent has a greater preference for

PRUDLEIVI 54 Bromine is a larger atom than chlorine, buf the eguilibrium constants in Table 2.10 indicate that a chloro substituent has a greater preference for ihe equatorial position. Suggest an ex planation for this fact.

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    Ashutosh singh Best Answer

    Dear Shweta, “A-Values” are a numerical way of rating the bulkiness of substituents on a cyclohexane ring. The “A-Value” represents the difference in energy (in kcal/mol) between the cyclohexane conformation bearing the group in the equatorial position (more favored) and the cyclohexane conformation bearing the group in the axial position.  The greater the “A-value” the higher the energetic preference for the equatorial position, and the more “bulky” the group is considered! I hope you got the whole concept of it. 😊

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    Shweta, I'd recommend you to go through this article for 5 mins and note down some important data and points. It's very important. This - https://www.masterorganicchemistry.com/2014/07/01/substituted-cyclohexanes-a-values/

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    Hope it helps.. 🙏🙏 And if it does, kindly accept the answer. 😊

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    Shweta, any doubts dear?

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    Priyanshu kumar best-answer

    Shweta the C-Br bond is longer than C-Cl bond,which causes bromine to be farther away than chlorine from the other axial substituents.... So as Br has large diameter but the longer C-Br bonds offsets the large diameter of Bromine...so chlorine has more preference than bromine for equatorial position

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    got this??

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