HC
OH OH
CH 3
CH 2 CH 3
1
2
3
CH 2 CH 3
H 3 C
C
H^1
2
(^34)
(R)-(−)-2-Butanol
O HO
CH 2 CH 3
CH 3
C
(^1) H
2
4 3
HC
CH 3
H
CH 2 CH 3
3
2
1
(S)-(+)-2-Butanol
- The sign of optical rotation is not related to the R,S designation.
- Absolute configuration:
- Groups containing double or triple bonds are assigned priority as if both atoms
were duplicated or triplicated.
C Y Y
Y
Y
Y)
Y
Y)(
C
( )(C)
as if it were C C
(
( C)
as if it were
(C)
H 2 N
COOH
CH 3
C
(^1) H
2
4 3
(S)-Alanine [(S)-(+)-2-Aminopropionic acid], [α]D = +8.5°
HO
CHO
CH 2 OH
C
(^1) H
2
4 3
(S)-Glyceraldehyde [(S)-(–)-2,3-dihydroxypropanal], [α]D = –8.7°
Assignment of configuration to (+)-alanine and (–)-glyceraldehyde:
Both happen to have the S configuration