Acetone → 4-Ethynylphenol

HRID 1384433Notes

Reaction equation

HRID 1384433 reaction equation
[CH:1]([C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1)=[CH2:2].CC(C)=O>II.C(#N)C>[CH:2]#[C:1][C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1

Participants

5

Reactant 2

HCID 180AcetoneHCID 624534-Vinylphenol

Product 1

HCID 327584-EthynylphenolYield 16.6%

Reagents, catalysts & solvents 2

HCID 807IodineCatalystHCID 6342AcetonitrileSolvent

Conditions

Temperature
0 °C

Procedure

51.0 g of the same p-vinylphenol fraction as used in Example 1, obtained by vacuum flash distillation was placed in a 300-ml flask together with 51.0 g of acetone. To the resulting mixture being stirred and cooled to 0° C. was dropwise added 1.0 ml of an acetonitrile solution containing 0.02 g of iodine. A polymerization reaction was conducted for 1 hour at 0° C. to obtain 8.3 g of a poly(p-vinylphenol). The polymer had a Mw of 13,800, a Mn of 11,200, a light transmittance at 248 nm, of 76.3% and a light transmittance at 450 nm, of 95.0%.

Workup

  1. customobtained by vacuum flash distillation
  2. customA polymerization reaction

Sources & evidence

ORD record
ord-634fd7131bd34855b5551491f9314b05
Source dataset
uspto-grants-2001_07
Patent number
US06258901B1

Reaction notes

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