Methacrylic Acid → Sodium Chloride
Reaction equation
[C:1]([OH:6])(=[O:5])[C:2]([CH3:4])=[CH2:3].[OH-].[Na+:8].C([O-])(=O)C(C)=C.[Na+].C(C1OC1)[Cl:17].C1C2NC3C(=CC=CC=3)SC=2C=CC=1>[Cl-].C[N+](C)(C)C>[C:1]([O-:6])(=[O:5])[C:2]([CH3:4])=[CH2:3].[Na+:8].[Cl-:17].[Na+:8]Participants
Conditions
- Temperature
- 90 °C
Procedure
Sodium methacrylate was synthesized by the neutralization of 119.5 g (1.389 mols) of methacrylic acid with 55.5 g (1.389 mols) of sodium hydroxide. A mixture consisting of 150.0 g of substantially anhydrous sodium methacrylate obtained by dehydrating the product of the neutralization and 642.4 g (6.945 mols) of epichlorohydrin was placed in a flask provided with a stirrer, a thermometer, and a reflux condenser. Then, 0.76 g (0.007 mol) of tetramethyl ammonium chloride and 0.4 g (0.002 mol) of phenothiazine were added to the contents of the flask. The resultant contents of the flask were stirred at 90° C. for three hours in induce reaction. After the reaction was completed, sodium chloride by-produced by the reaction was separated by filtration. The filtrate and 0.28 g (0.0001 mol) of a 26-30-hydrate of phosphotungstic acid added thereto were stirred at 65° C. for 0.5 hour and then distilled under a vacuum of 50 to 70 mmHg to expel 488 g of unaltered epichlorohydrin. The residue of this distillation was placed in an 5-shelf distillation column and distilled therein at the bottoms temperature in the range of 80° to 85° C. Consequently, 193.3 g of glycidyl methacrylate as a fraction distilling at 65° to 66° C./3 mmHg. This fraction, by quantitative gas chromatography, was found to have glycidyl methacrylate content of 98.6% and an epichlorohydrin content of 0.0021%.
Workup
- customobtained
- customwas placed in a flask
- customprovided with a stirrer
Sources & evidence
- ORD record
- ord-b553671d7f674a72a426e04954f880b4
- Source dataset
- uspto-grants-1988_07
- Patent number
- US04755262
Reaction notes
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