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68 STEREOCHEMISTRY: CHIRAL MOLECULES
(f) (1) is (S)
(2) is (R)
(h) (1) is (S)
(2) is (R)
(j) (1) is (S)
(2) is (R)
5.11 Cl OHSH> H>
OH >
>
 CH2Br CH2Cl> CH2OH> CH3>
OH CHO> CH3> H>
C(CH3)3 > CH(CH3)2 H>CH CH2 >
OCH3 > N(CH3)2 CH3 H> >
(a)
(b)
(c)
(d)
(e)
OPO3H2 > CHO H>(f )
5.12 (a) (S ) (b) (R ) (c) (S ) (d) (R )
5.13 (a) Enantiomers
(b) Two molecules of the same compound
(c) Enantiomers
5.14
(S )-(+)-Carvone
H
O
(R)-(−)-Carvone
H
O
5.15 (a) Enant. excess = observed specific rotation
specific rotation of pure enantiomer
× 100
= +1.151
+5.756
× 100
= 20.00%
(b) Since the (R) enantiomer (see Section 5.8C) is +, the (R) enantiomer is present in
excess.