









Study with the several resources on Docsity
Earn points by helping other students or get them with a premium plan
Prepare for your exams
Study with the several resources on Docsity
Earn points to download
Earn points by helping other students or get them with a premium plan
Community
Ask the community for help and clear up your study doubts
Discover the best universities in your country according to Docsity users
Free resources
Download our free guides on studying techniques, anxiety management strategies, and thesis advice from Docsity tutors
The concepts of chiral molecules, enantiomers, diastereomers, and meso compounds. It covers the relationships between chiral centers and chiral molecules, the assignment of absolute configurations, and the differences between achiral and chiral molecules containing multiple chiral centers. It also includes examples and summaries.
Typology: Study Guides, Projects, Research
1 / 15
This page cannot be seen from the preview
Don't miss anything!
OH O
H 3 C CH 3 H 3 C CH 3
Cl
Cl
Cl
Cl
(2R,3S) -2,3-dichlorobutane
Cl
Cl
Cl
Cl
Cl Cl
H 3 C CH 3
Cl
H 3 C
Cl
Cl
CH 3
Cl
Cl
Cl
1
2
(^4 3) C
1
2
3
4
C H 3
1
2
4 3
1
2
3
4
C H 3
1
2
3
4
C H 3
1 2
3
4
becomes C C
becomes C C
becomes C
1 2
3 4
becomes C O
becomes C
becomes C N
C
C H 3
H HO
Br 1 2
3
C
C H 3
Br HO
H
C
C H 3
H HO
Br
ASSIGNING ABSOLUTE CONFIGURATIONS IN CYCLIC MOLECULES
Br H
No chiral centers present anywhere
Br H CH 3
1
2 3
A chiral center is present with the (R) configuration
1
(^32)
Although it may look cumbersome, sometimes it helps to spell out the structure in more detail to see the order of priorities clearly
ASSIGNING ABSOLUTE CONFIGURATIONS IN FISCHER FORMULAS
Fischer formula
"Bow tie" formula
HO (^) C H
1
2
3
achiral
chiral
achiral
1 2 3
4
C H OH H C OH CH 2 OH
O H 1
2
3
1
2
3
ASSIGNING CONFIGURATION TO CONFORMATIONALLY MOBILE SYSTEMS
Br
Br
H H Br Br
S R cis
Br Br H H Br
R trans Br
R
Br
S cis
Br H
Br
trans
S
Br
R R
Cl
Cl Cis- and trans -1,2-dichlorocyclohexane. are examples of diasteromers
Cl
Cl
R S R R
H Br
Br^ H
R R
Br Br
S R
Cl
Cl
Cl
Cl
R S R (^) R
C C
H Br H Br
CH (^3)
CH (^3)
C C
Br H Br H
CH (^3)
CH (^3)
C C
H Br Br H
CH (^3)
CH (^3)
C
C H Br
Br H
CH (^3)
CH (^3)
CH (^3)
CH (^3)
H Br H Br
CH (^3)
CH (^3)
Br H Br H
CH (^3)
CH (^3)
H Br Br H
CH (^3)
CH (^3)
Br H H Br
(S)
(R)
(R) (S)
(S) (S)
(R) (R)
Diastereomers
Meso forms (same) Enantiomers
SUMMARY OF RELATIONSHIPS BETWEEN MOLECULES WITH TWO OR MORE CHIRAL CENTERS