Solution: Answer each of the following questions dealing with the given alkyl halides a) Which compound cannot undergo an E1 reaction?   b) Which compound will undergo an E1 reaction to form a tetrasubstituted alkene, but undergoes an E2 reaction to form a trisubstituted alkene?       c) Which compounds cannot undergo an SN2 substitution?     d) Which compound will form a nitrile, R–CN, with S configuration on treatment with KI followed by NaCN (both in polar aprotic solvent)?     e) Which compound will form a nitrile with S configuration on treatment with NaCN in polar aprotic solvent?     

Problem

Answer each of the following questions dealing with the given alkyl halides

a) Which compound cannot undergo an E1 reaction?

 

b) Which compound will undergo an E1 reaction to form a tetrasubstituted alkene, but undergoes an E2 reaction to form a trisubstituted alkene?

 

 

 

c) Which compounds cannot undergo an SN2 substitution?

 

 

d) Which compound will form a nitrile, R–CN, with S configuration on treatment with KI followed by NaCN (both in polar aprotic solvent)?

 

 

e) Which compound will form a nitrile with S configuration on treatment with NaCN in polar aprotic solvent?