Stereogenic centre of 3-methylcyclohexanone

  • Thread starter Thread starter shaurya
  • Start date Start date
Click For Summary
SUMMARY

The discussion centers on identifying the stereogenic center in 3-methylcyclohexanone. Participants clarify that the carbon atom bonded to the methyl group is indeed a stereogenic center, despite initial reasoning suggesting otherwise. The key factor in determining chirality is the uniqueness of the substituents attached to the carbon, which includes hydrogen and two methylene groups. The conversation also raises the question of whether additional stereogenic centers exist at ortho and para positions in the compound.

PREREQUISITES
  • Understanding of stereochemistry and chirality
  • Familiarity with cyclohexanone structures
  • Knowledge of substituent effects on carbon atoms
  • Basic principles of organic chemistry
NEXT STEPS
  • Study the concept of chirality in organic compounds
  • Explore stereogenic centers in cyclic structures
  • Research the effects of substituents on carbon atom chirality
  • Investigate the presence of multiple stereogenic centers in substituted cycloalkanes
USEFUL FOR

Chemistry students, organic chemists, and educators seeking to deepen their understanding of stereochemistry and the identification of chiral centers in organic molecules.

shaurya
Messages
4
Reaction score
0

Homework Statement


Locate the stereogenic centre(chiral centre) in 3-methylcyclohexanone.


Homework Equations





The Attempt at a Solution


According to my reasoning there should be no stereogenic centre at any carbon of the ring,but the textbook says that the carbon attached to the methyl group is a stereogenic centre. Since the carbon is attached to H,CH2,CH3,CH2 it cannot be stereogenic(due to 2 methylene groups).
Is there any problem in my reasoning?
 

Attachments

  • 3-methylcyclohexanone.gif
    3-methylcyclohexanone.gif
    894 bytes · Views: 595
Physics news on Phys.org
It is not only the first attached atom that counts, you need to take whole attached structure into account - that is, walk attached chain and compare - if it is identical to the end, it is identical, if there is a difference somewhere - it is different. Here first carbons AFTER CH2 are different.
 
Last edited by a moderator:
Ok thanks Borek but I had one other question in mind ,so then would there be more than on e stereogenic centres on this compoung at ortho and para positions?
 

Similar threads

  • · Replies 7 ·
Replies
7
Views
4K
  • · Replies 4 ·
Replies
4
Views
3K
  • · Replies 1 ·
Replies
1
Views
2K
  • · Replies 1 ·
Replies
1
Views
15K
  • · Replies 3 ·
Replies
3
Views
15K
  • · Replies 1 ·
Replies
1
Views
7K
  • · Replies 3 ·
Replies
3
Views
3K
  • · Replies 4 ·
Replies
4
Views
2K
Replies
3
Views
2K
  • · Replies 2 ·
Replies
2
Views
2K