4-Vinylphenol → 4-Ethynylphenol

HRID 1384436Notes

Reaction equation

HRID 1384436 reaction equation
[CH:1]([C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1)=[CH2:2]>N(C(C)(C)C(OC)=O)=NC(C)(C)C(OC)=O.CO>[CH:2]#[C:1][C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1

Participants

4

Reactant 1

HCID 624534-Vinylphenol

Product 1

HCID 327584-EthynylphenolYield 20.5%

Reagents, catalysts & solvents 2

HCID 757631,1'-Dimethyl 2,2'-(1,2-diazenediyl)bis(2-methylpropanoate)CatalystHCID 887MethanolSolvent

Procedure

To 501.8 g of the same p-vinylphenol fraction as used in Example 5, obtained by vacuum flash distillation were added 149.0 g of methanol and 4.5 g of dimethyl 2,2′-azobis(2-methylpropionate). A polymerization reaction was conducted at 100° C. for 3 hours to obtain 101.0 g of a poly(p-vinylphenol). The polymer had a Mw of 9,500, a Mn of 5,300, a light transmittance at 248 nm, of 74.0% and a light transmittance at 450 nm, of 94.8%.

Workup

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

Sources & evidence

ORD record
ord-a6c2bfcf62e6445d9c02bf5c1282d591
Source dataset
uspto-grants-2001_07
Patent number
US06258901B1

Reaction notes

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