Subs%tución+Electro1lica+ Aromáca ( SEAr)depa.fquim.unam.mx/amyd/archivero/SEA_30683.pdf · 3H2...

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Transcript of Subs%tución+Electro1lica+ Aromáca ( SEAr)depa.fquim.unam.mx/amyd/archivero/SEA_30683.pdf · 3H2...

Subs%tución  Electro1lica  Aromá%ca  (SEAr)  

What  Is  Coal?  

Nomenclature  of  Benzene  Deriva%ves  

Polysubs%tuted  Deriva%ves  of  Benzene  

1.  Iden%fy  and  name  the  parent.    2.    Iden%fy  and  name  the  subs%tuents.    3.  Assign  a  locant  to  each  subs%tuent.    4.  Arrange  the  subs%tuents  alphabe%cally.  

Structure  of  Benzene  

A.  Kekulé  (1866)  

Stability  of  Benzene  

The  Criteria  for  Aroma%city  

 1.  The  compound  must  contain  a  ring  comprised  of  con%nuously  overlapping  p  orbitals.    2.  The  number  of  π  electrons  in  the  ring  must  be  a  Hückel  number.  

Aroma%c  Heterocycles  

Reac%ons  at  the  Benzylic  Posi%on  

Electrophilic  Aroma%c  Subs%tu%on  

Mecanismo  general  

Halogena%on  

Sulfona%on  

Nitra%on  

Friedel-­‐CraZs  Alkyla%on  

Friedel-­‐CraZs  Acyla%on  

 Clemmensen  reduc%on