R S Configuration Assigning Priorities

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Discussion Overview

The discussion revolves around the assignment of priority to various chemical groups in the context of R/S configuration. Participants seek to understand the rationale behind the given order of priority and how to apply it, particularly focusing on the compound C6H6 (benzene) and its implications in determining priorities.

Discussion Character

  • Technical explanation
  • Debate/contested

Main Points Raised

  • One participant presents an order of priority: OCOCH3 > NH2 > COOCH3 > COOH > COCH3 > C6H6, and requests clarification on how these priorities are assigned.
  • The same participant expresses confusion about selecting which carbon atom in C6H6 to consider for priority assignment and suggests a method involving the atomic numbers of neighboring elements.
  • Another participant suggests that C6H6 may be an error and proposes that it should be C6H5 when determining the priority of an attached benzene group.
  • A later reply confirms the correction to C6H5 and elaborates on how to assign priorities, indicating that double bonds are counted similarly to alkanes and that the structure of benzene should be considered in the ranking process.

Areas of Agreement / Disagreement

Participants generally agree on the correction of C6H6 to C6H5, but there remains uncertainty regarding the method of assigning priorities and the implications of the structural characteristics of benzene in this context.

Contextual Notes

Participants have not reached a consensus on the specific approach to assigning priorities, and there are unresolved questions about the methodology and the implications of different structural interpretations.

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The Order of priority of few elements is given Below

OCOCH3 > NH2 > COOCH3 > COOH > COCH3 > C6H6

Can anyone explain me how these priority were assigned.

If we consider C6H6 ...out of the 6 Carbon Atoms which one should i choose ... and if i choose anyone of the Six then i should add their Atomic Numbers of the neighbouring elements and then find out the Largest and that would have the highest Priority. I tried this method with all the atoms but couldn't understand .What approach should i take.

Please Explain me atleast 3 of the above mentioned compounds so that i can get an idea of how to go about it.
 
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Nitin_Naudiya said:
The Order of priority of few elements is given Below

OCOCH3 > NH2 > COOCH3 > COOH > COCH3 > C6H6

Can anyone explain me how these priority were assigned.

If we consider C6H6 ...out of the 6 Carbon Atoms which one should i choose ... and if i choose anyone of the Six then i should add their Atomic Numbers of the neighbouring elements and then find out the Largest and that would have the highest Priority. I tried this method with all the atoms but couldn't understand .What approach should i take.

Please Explain me atleast 3 of the above mentioned compounds so that i can get an idea of how to go about it.
I think the C6H6 is an error and should actually be -C6H5... that is if you are determining the priority of an attached benzene group.
 
Yes it is C6H5

Sorry for the Error
 
Well, that answers the following.
If we consider C6H6 ...out of the 6 Carbon Atoms which one should i choose...

When assigning priorities, you count double bonds the same way you do for alkanes. So for benzene you would consider the attached group as a carbon attached to three other carbons in the same way that a tertiary carbon of an alkane is attached to three other carbons. If you were to rank benzene against t-butyl, you would choose benzene as higher ranking than t-butyl because the methyl groups of t-butyl are of lower rank (carbon attached to three hydrogens) than the adjacent carbons in the benzene ring (carbon attached to one hydrogen and two carbons).
 

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