Phenol → 2-Hydroxy-alpha-methylstyrene

HRID 2414001Notes

Reaction equation

HRID 2414001 reaction equation
O[C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:11]2C=CC(O)=CC=2)(C)[CH3:9])=[CH:4][CH:3]=1.[OH-].[Na+].C1([OH:26])C=CC=CC=1>[Hg]>[C:8]([C:5]1[CH:6]=[CH:7][CH:2]=[CH:3][C:4]=1[OH:26])([CH3:11])=[CH2:9]

Participants

5

Reactant 3

HCID 996PhenolHCID 6623Bisphenol A2×HCID 14798Sodium Hydroxide

Product 1

HCID 112979922-Hydroxy-alpha-methylstyrene

Reagents, catalysts & solvents 1

HCID 23931MercuryCatalyst

Procedure

A distillation flask equipped with a Vigreux column was charged with 70.0 g. (0.31 mole) of bisphenol A [2,2-bis(p-hydroxyphenyl)propane] and 0.2 g. of sodium hydroxide. The bisphenol A was pyrolyzed under reduced pressure at a bath temperature of 200° to 270° C. Over a period of about 50 minutes and under 10 mm. of pressure (mercury) a distillate of 68.1 g. of a mixture of phenol and isopropenylphenol was obtained.

Workup

  1. customA distillation flask equipped with a Vigreux column
  2. additionwas charged with 70.0 g
  3. customtemperature of 200° to 270° C

Sources & evidence

ORD record
ord-4f92291e54a64f2e90b4ef4dcef268ae
Source dataset
uspto-grants-1988_01
Patent number
US04720584

Reaction notes

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