UNIVERSITI TEKNOLOGI MALAYSIA SPACE 2005/2006/1 Penilaian 3 SSK 2613 STEREOC EMISTRY

Na!e " ################$$$$$$$$$$$$$##$ %%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%% 1. For structures A and B ; a) b) c) d) e) Star (*) any asymmetric carbon atom / carbon chiral. Label each C atom as R or S. ra! (i" any) internal mirror #lanes o" symmetry. Label the structure as chiral or achiral. Label any meso structure. C$%Br $ $ Br Br C$%Br A Ans!ers * $ $ C$& B (( mar)s) C$& Br '$

%.

ra! a &+ imensional structures "or com#ound C and a) b) Label C asymmetric

and ;

ra! mirror ima,e and determind !hether you ha-e dra!n a #air o" enantiomer or same molecule. '$ '$ C (& mar)s)

Ans!ers*

&. a.

ra! a Fisher #ro.ection "or * (S) /10%+#ro#andiol '$ b. (R) + ,lyceraldehyde ; $' C$%
& % 1

C$

C$' (% mar)s)

Ans!ers *

1. C$' $ $ '$ '$ C$%'$ (% mar)s) Ans!ers * a) b) ra! the mirror ima,e etermine !hether the mirror ima,e is the same or di""erent "rom the ori,inal structur.

&

(.

2i-e the relationshi# bet!een the t!o com#ounds (e3. enantiomer0 diastereomer0 or same com#ound). a) b) $ $ (%R0 &S) /%0 &+dibromohe3ane and (%S0 &R) / %0 &+dibromo+he3ane C$' '$ '$ C$%'$ and $ $ C$' $ '$ C$%'$ (1 mar)s)

Ans!ers *

4.

For structure C$& C C$& a) b) c) d) Star (*) the carbon chiral. $o! many stereoisomers can be dra!n 5 ra! all the stereoisomers. 2i-e the relationshi#s bet!een the stereoisomers (e3 * enantiomers0 diastereomers). (4 mar)s) C$& $

Ans!ers *