Naming Cyclohexene with E/Z Configuration

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Discussion Overview

The discussion centers on the naming of cyclohexene with E/Z configuration, focusing on the symmetry of the compound with respect to the double bond and the priority of substituents attached to the double bond carbons.

Discussion Character

  • Technical explanation
  • Conceptual clarification
  • Debate/contested

Main Points Raised

  • Some participants inquire about the naming convention for cyclohexene with E/Z configuration, noting the symmetry of the compound regarding the double bond.
  • One participant suggests considering the priority of the atoms attached to each carbon of the double bond to determine if they are on the same or opposite sides.
  • Another participant describes the substituents on the double bond, stating that the two CH2 groups are on one side, leading to a Z configuration.
  • Some participants agree that it is unlikely to obtain an (E) configuration for cyclohexene when only carbon and hydrogen are present due to steric factors.
  • A mnemonic is shared by a participant to help remember the E/Z naming convention, associating "Z" with "Zame" side and "E" with different sides.

Areas of Agreement / Disagreement

Participants generally agree on the Z configuration based on the positioning of the substituents, but there is no consensus on the likelihood of obtaining an (E) configuration in practice, as some participants note steric hindrance.

Contextual Notes

The discussion does not resolve the complexities of naming in cases where sterics may influence the configuration, nor does it clarify the implications of symmetry in determining E/Z configurations.

zorro
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How do we name cyclohexene with E/Z configuration?

This compound is symmetric w.r.t. the double bond.
 
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Abdul Quadeer said:
How do we name cyclohexene with E/Z configuration?

This compound is symmetric w.r.t. the double bond.

Consider the two atoms attached to each carbon of the double bond separately. Are the higher priority atoms on the same, or opposite sides of the double bond?
 
We have a C--C double bond and one CH2- group + H- atom on each carbon.
The two CH2- groups are on one side. So is it Z?
 
Yes, though in practice you are unlikely to get an (E) cyclohexene if all you have is carbon and hydrogen due to sterics.
 
An easy way to remember this (I use this method):

Z - "Zame" side

E - different sides
 
Yes, though in practice you are unlikely to get an (E) cyclohexene if all you have is carbon and hydrogen due to sterics.

Thanks!

Z - "Zame" side

Lol.
Thanks for that. I always had trouble rememebering them.
 

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