Hydroquinone → 2-Propenoic acid, 2-(2-hydroxyethoxy)ethyl ester

HRID 1282265Notes

Reaction equation

HRID 1282265 reaction equation
[C:1]([OH:5])(=[O:4])[CH:2]=[CH2:3].[CH2:6]([OH:12])[CH2:7][O:8][CH2:9][CH2:10]O.[OH-].[K+].C1(C=CC(O)=CC=1)O>S(=O)(=O)(O)O>[C:1]([O:5][CH2:10][CH2:9][O:8][CH2:7][CH2:6][OH:12])(=[O:4])[CH:2]=[CH2:3]

Participants

6

Reactant 4

HCID 785HydroquinoneHCID 6581Acrylic AcidHCID 8117Diethylene GlycolHCID 14797Potassium Hydroxide

Product 1

HCID 616422-Propenoic acid, 2-(2-hydroxyethoxy)ethyl ester

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Procedure

Using 0.3 g (0.003 mole) of sulfuric acid as a catalyst, 72 g (1 mole) of acrylic acid was reacted with 106 g (1 mole) of diethylene glycol. The reaction mixture was neutralized with 0.34 g (0.006 mole) of potassium hydroxide, and 0.16 g (0.1 mass %) of hydroquinon was added as a stabilizer. Thus, diethylene glycol monoacrylate (A1-5) was obtained.

Workup

  1. additionwas added as a stabilizer

Sources & evidence

ORD record
ord-8c4dc4ce9b38412cae8bf110bd46032d
Source dataset
uspto-grants-2002_09
Patent number
US06455606B1

Reaction notes

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