Phenols

Phenol preparation from cumene

1. O2, heat

2. H3O+

• O2 adds to H

• H3O+ removes R groups and oxygen (acetone)

forms phenol + acetone

lab phenol preparation from toluene

1. SO3, H2SO4

or

1. NaOH, 300 degrees

2. H3O+

SO3 adds to H

NaOH replaces SO3 w/OH

p-methylphenol

phenol to quinone

add Na2Cr2O7 and H2O to phenol

• Hydrogen from OH leaves + O forms double bond

• One double bond from ring forms double bond with new oxygen

forms quinone

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