B-Chloroamine A is converted to B-fluoroamine B in the presence of cesium floruide (a source of F-) as shown below. (b) assign R/S configuration to any stereocenters in B-chloroamine A. (c) is the replacement of Cl by F occurring with retention of configuration, inversion of configuration or a mixture of inversion and retention? (d) propose a mechanism for the conversion of A-> B that explains the stereochemical outcome. Your mechanism will use the arrow formalism in the usual way and include any important intermediate(s). (e) both A and B are chiral molecules. Starting from enantiomerically pure A, product B forms as racemic mixture. Show mechanistically where the enantiomer of B comes from under these conditions.
5.(20 pts)-Chloroamine A is converted to -fluoroamine B in the presence of cesium fluoride (a source of F)as shown below Me Me. Me
Cs F
a. Fill in all lone pairs in the structures of A and B
b.Assign R/S configuration to any stereocenters in -chloroamine A
c. Is the replacement of Cl by F occurring with retention of configuration, inversion of configuration, or a mixture of inversion and retention?
d. Propose a mechanism for the conversion of A - B that explains the stereochemical outcome. Your mechanism will use the arrow formalism in the usual way and include any important intermediate(s)
e. Both A and B are chiral molecules. Starting from enantiomerically pure A, product B forms as a racemic mixture. Show mechanistically where the enantiomer of B comes from under these conditions