Organic Chemistry

Learn the toughest concepts covered in Organic Chemistry with step-by-step video tutorials and practice problems by world-class tutors.

5. Chirality

Meso Compound

Next Topic

Another exception to the rule, these are compounds that remain achiral even though they have chiral centers!

1

concept

Defining meso compounds.

clock
1m
Play a video:
Was this helpful ?
0
  • Meso compounds have an internal line of symmetry (TEST 1), meaning they are actually achiral.
  • Follow the 2n – 1 rule. 
2

concept

The 3 rules of meso compounds.

clock
4m
Play a video:
Was this helpful ?
0

A compound will be meso if it meets the following 3 criteria:

  1. It has 2 or more chiral centers.
  2. It is atomically symmetrical, meaning that is symmetrical in connectivity, not shape.   
  3. An even number of chiral centers have opposite configuration to each other (i.e. if one is R, the other is S). 

Is the following molecule meso and therefore achiral?

Content
3

example

Which of the following molecules are meso?

clock
2m
Play a video:
Was this helpful ?
0

Is the following molecule meso and therefore achiral?

Content
4

example

Which of the following molecules are meso?

clock
3m
Play a video:
Was this helpful ?
0