Nitration

Nitro IR stretch

1540

Ester stretch

1735

Carbonyl stretch

1670-1780

Methyl 3-nitrobenzoate melting point

78

1st step preparation of nitronium ion

Oxygen from HNO3 gets protonated by hydrogen in H2SO4

2nd step of nitronium ion

water leaves and double bond between oxygen is create d

1st step nitration with benzene ring

Bond from alkene goes to nitrogen in nitronium ion, double bind goes to oxygen

2nd step nitronium with benzene ring

Draw arrow from Hso4 or H2O to hydrogen attached to ring where alkene was. Draw arrow from the hydrogen bond back to form alkene

Oh and Br are ___ for NO2

Ortho or para directing

Nitration is

Electrophilic aromatic substitution

Methyl benzoate melting point

74-76

Ester is

Meta directing and electron withdrawing