Reactivity And Electron-Pushing Arrows Chart Page 3

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REACTIVITY   A ND   E LECTRON-­‐PUSHING   A RROWS  
organic   c hemistry  
 
reaction   t ypes  
Substitution: substituting one group for another group.
Elimination: eliminating two groups to form a pi bond.
Addition: adding two groups to remove a pi bond
 
stereochemistry   o f   r eactions  
You need to use wedges and dashes: (1) around a stereocenter, or (2) when there are
cis/trans relationships around a ring.
Otherwise, you don’t need wedges and dashes.
When you attack an atom that is tetrahedral, you get one product.
When you attack an atom that is trigonal planar, you get two stereoisomer products, if
possible.
 
the   r ule   f or   d etermining   h ybridization  
number of hybridized orbitals = number of attached atoms + number of lone pairs
2
Radicals are sp
hybridized.
 
molecular   g eometry  
3
An atom that is sp
hybridized with no lone pairs is tetrahedral.
2
An atom that is sp
hybridized with no lone pairs is trigonal planar.
 
single-­‐swap   r ule  
If you make a single swap, while maintaining the same bond orientation, at a
stereocenter, you invert the configuration at that stereocenter.
 
 
 
3  
 
 
 
 

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