Reactions of Phenols Flashcards
Reactions that take place on the aromatic ring are
electrophilic substitutions
What happens to the ortho and para positions
they become electron rich due to resonance effect caused by -OH group.
Nitration
with dilute HNo3 at low temperature to yield a mixture of ortho and paranitrophenols
How can the ortho and para isomers be separated
steam distillation as ortho is steam volatile due to intramolecular hydrogen bonding while p-nitrophenol is less volatile due to intermolecular hydrogen bonding
iupac name of picric acid
2,4,6-trinitrophenol
how is picric acid formed
phenol +h2so4 which yield phenol-2,4-disulphonic acid + hno3 to get 2,4,6-trinitrophenol
halogenation with CHCL3 AND CS2
yield monohalidephenols(ortho and para)
How is 2,4,6-tribromophenol prepared
phenol + bromowater forms 2,4,6-tribromophenol as white precipitate
Kolbe’s reaction
phenoxide ion formed from treating phenol with NaOH is more reactive than phenol towards electrophilic substitution.
which electrophile reacts in kolbe’s reaction
carbon dioxide, weak electrophile
main product of kolbe’s reaction
orthohydroxybenzoic acid(salicyclic acid)
Reimer-Tiemann reaction
Phenol + CHCl3(chloroform) and aq NaOH to form a -CHO group at ortho position of benzene. then it is hydrolysed to produce salicylaldehyde
Reaction of phenol with zinc dust
phenol + Zinc forms benzene
Oxidation of phenol
with chromic acid produces a diketone like benzoquinone.