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Ethyl Acetate


Other Names:

Ethyl ethanoate







General Information:


Structure:



CAS Number: 141-78-6

Molecular Weight: 88.11 g/mol

Appearance: Colorless liquid

Melting Point: -83 C

Boiling Point: 77 C

Density: 0.90 g/mL at 20 C


Ethyl acetate (EtOAc) is a common solvent for extractions and purifications. EtOAc is a common solvent for certain reactions such as catalytic reductions involving palladium on carbon (Pd/C). However, EtOAc does not see widespread use as a solvent for reactions due to its tendency to hydrolyze under acidic or basic conditions.




Common Uses:


Solvent for reactions



Procedure excerpt:

To a solution of the SM (10.9 g, 27.7 mmol) in EtOAc (100 mL) was added SnCl2-2H2O (18.7 g, 83.1 mmol). The reaction mixture was stirred at 50 C overnight. The mixture was . . .

[full procedure]




Solvent for silica gel chromatography



Procedure excerpt:

. . . The resulting material was purified by silica gel column chromatography (10% EtOAc/hexane) to provide the product . . .

[full procedure]




Solvent for extractions



Procedure excerpt:

. . . The mixture was concentrated in vacuo, diluted with H2O (200 mL), and extracted with EtOAc (2 x 200 mL). The combined organics . . .

[full procedure]




Solvent for trituration



Procedure excerpt:

. . . The solid was slurried in EtOAc (350 mL) for 45 min at 15 C. The mixture was filtered, rinsing with 15 C EtOAc (2 x 250 mL), and dried . . .

[full procedure]




Safety:


Ethyl acetate (EtOAc) is a very flammable liquid. EtOAc has a relatively low toxicity.




References:


1) Patent Reference: WO2002016361, page 35, (2.1 MB)

2) Patent Reference: WO2015129926, page 79, (21.5 MB)

3) Patent Reference: WO2015051043, page 98, (9.7 MB)

4) Patent Reference: WO2014110000, page 19, (2.6 MB)

5) Wikipedia: Ethyl acetate (link)

6) www.sigmaaldrich.com: Ethyl acetate (link)