• Support PF! Buy your school textbooks, materials and every day products Here!

Organic Chemistry: No. of chiral centres in Camphor

  • #1
Hello. I have a query regarding organic chemistry.

1. http://tinyurl.com/y9nvg2p
See question number 21.




2. Homework Equations : None



3. The first Carbon atom beneath the top-most CH3 group I can tell is a chiral centre, as it has 4 different groups attached to it (C=O, CH2, CH3, C). Apparently the answer is C, i.e 2 chiral centres. I can't locate the second one.

Thanks.
 

Answers and Replies

  • #2
danago
Gold Member
1,122
4
How about the bottom-most carbon atom?
 
  • #3
How about the bottom-most carbon atom?
That's the answer, but I couldn't put together a solid reasoning. Normally chiral compounds that we're supposed to identify have, I don't know what to call it, terminal ends? E.g, like the chiral carbon would be bonded to H, OH, CH3, CO2H. That ring confused me. Taking the entire ring as a group, that Carbon is attached to the same group on both the ends.
 
  • #4
danago
Gold Member
1,122
4
You can do a similar kind of analysis even though it is a ring. If you look at the group directly either side of the bottom carbon, they are indeed the same (-CH2), however if you move along and look at the next group, it is a CH2 on the left side and a C=O on the right side i.e. The ring is not symmetrical, so you can kind of think of it as being bonded to 4 different groups.
 

Related Threads on Organic Chemistry: No. of chiral centres in Camphor

  • Last Post
Replies
1
Views
10K
  • Last Post
Replies
4
Views
658
  • Last Post
Replies
1
Views
3K
Replies
1
Views
11K
  • Last Post
Replies
5
Views
3K
Replies
2
Views
1K
  • Last Post
Replies
1
Views
2K
  • Last Post
Replies
1
Views
2K
  • Last Post
Replies
3
Views
2K
  • Last Post
Replies
5
Views
2K
Top