CH2OH substituent on Chair Conformations and Haworth Project

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SUMMARY

The discussion focuses on the positioning of the CH2OH substituent in chair conformations and Haworth projections of cyclohexane derivatives. It is established that larger substituents, such as CH2OH, are energetically favored to adopt an equatorial position to minimize steric hindrance. The conversation highlights that CH2OH typically points upwards in these conformations, with the axial position being less favorable due to steric clashes. Understanding these conformational preferences is crucial for predicting the stability of cyclohexane derivatives.

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  • Cyclohexane chair conformations
  • Haworth projections
  • Steric hindrance in organic chemistry
  • Conformational analysis of substituents
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  • Study the principles of steric hindrance in organic molecules
  • Learn about conformational analysis of cyclohexane derivatives
  • Explore the effects of substituent size on chair conformations
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Chemistry students, organic chemists, and researchers focusing on conformational analysis and molecular stability in cyclohexane derivatives.

ngu9997
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How do you know if the CH2OH will point equatorial up or axial down (up or down I guess) in the chair or haworth? They seem to always point up; when will I have a situation where it points down and how would I know in the name or elsewhere if the CH2OH should be pointing down?
 
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I'm not sure I completely understand your question. In general, it is more energetically favorable for larger groups like CH2OH to be equatorial because large axial groups will run into each other and clash sterically.
 

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