FA2008 - CHEM 140A (Subs and Elim Reactions Comparative CHART)

FA2008 CHEM 140A - S u b s t i t u t i o n a n d E l i m i n a t i o n R e a c t i o n s C o m p a r a t i v e C h a r t R e a c t i o n S t r u c

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Unformatted text preview: S u b s t i t u t i o n a n d E l i m i n a t i o n R e a c t i o n s C o m p a r a t i v e C h a r t R e a c t i o n S t r u c t u r e o f R X R e a c t i v i t y o f N u : C o n c . O f N u : S o l v e n t S t e r e o c h e m i s t r y S N 2 1 > 2 > 3 O n l y t h i s r e a c t i o n a n d E 2 w i l l m o s t l i k e l y r e a c t w i t h a p r i m a r y R X S t r o n g n u c l e o p h i l e f a v o r s r e a c t i o n H i g h c o n c e n t r a t i o n o f n u c l e o p h i l e f a v o r s r e a c t i o n A p r o t i c p o l a r s o l v e n t f a v o r s a S N 2 r e a c t i o n i f e i t h e r o f t h e r e a c t a n t s i s c h a r g e d e x : D M F D M S O A c e t o n e i n v e r s i o n o f c o n f i g u r a t i o n E 2 3 > 2 > 1 M a j o r p r o d u c t i s m o r e s u b s t i t u t e d a l k e n e u n l e s s * t h e b a s e i s l a r g e * t h e a l k y l h a l i d e i s a n a l k y l f l o u r i d e * t h e a l k y l h a l i d e c o n t a i n s o n e o r m o r e d o u b l e b o n...
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This note was uploaded on 10/18/2009 for the course CHEM 140A taught by Professor Whiteshell during the Spring '04 term at UCSD.

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