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ChemicalBook CAS DataBase List Sodium acrylate

Sodium acrylate synthesis

3synthesis methods
The synthesis of sodium acrylate through catalytic carboxylation of ethylene with CO2 in the presence of a base is a reaction of high interest. To develop a more efficient and sustainable method to access this valuable acrylate monomer, we optimized the system in a one-step homogeneous nickel- or palladium-catalyzed reaction, without the need for stoichiometric amounts of an additional reducing agent. Suitable nontoxic solvents such as anisole instead of the previously reported tetrahydrofuran or chlorobenzene were found to lead to acrylate formation. In combination with appropriate phenolate bases, this could allow a rational process concept for a simple catalyst recycling, product separation, and base regeneration.
SIMONE MANZINI . Palladium- and Nickel-Catalyzed Synthesis of Sodium Acrylate from Ethylene, CO2, and Phenolate Bases: Optimization of the Catalytic System for a Potential Process[J]. European Journal of Organic Chemistry, 2015, 2015 32: Pages 7122-7130. DOI:10.1002/ejoc.201501113.
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Yield:7446-81-3 96.8%

Reaction Conditions:

with sodium hydroxide in water;acetone;

Steps:

1 Example 1

Example 1 Preparation of Sodium Acrylate 12.01 g (0.3003 mol) sodium hydroxide and 10 ml water were added to a 50-ml Erlenmayer flask equipped with a magnetic stirring bar, and the mixture was stirred to dissolution. The sodium hydroxide solution was then carefully added to a 250-ml beaker containing 28.03 g (0.3893 mol) acrylic acid (exothermic reaction), with continuous stirring. The mixture was allowed to cool, 50 ml of acetone were added, and the precipitate vacuum filtered. The wet sodium acrylate was first air dried and subsequently dried in an oven at 55°-60° C. for 12-15 hours to obtain 27.31 g (96.8% yield) of sodium acrylate. A similar procedure was used for the preparation of potassium acrylate, except that potassium hydroxide was used instead of sodium hydroxide.

References:

US5491244,1996,A

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