209120

Ethyl trimethylsilylacetate

≥98%

• Synonym(s): ETSA
• Linear Formula: (CH₃)₃SiCH₂CO₂C₂H₅
• CAS Number: 4071-88-9
• Molecular Weight: 160.29
• Beilstein: 1755902
• EC Number: 223-783-2
• MDL number: MFCD00009172
• UNSPSC Code: 12352100
• PubChem Substance ID: 24852542
• NACRES: NA.22

Properties

• Assay: ≥98%
• form: liquid
• refractive index: n20/D 1.415 (lit.)
• bp: 156-159 °C (lit.)
• density: 0.876 g/mL at 25 °C (lit.)
• SMILES string: CCOC(=O)C[Si](C)(C)C
• InChI: 1S/C7H16O2Si/c1-5-9-7(8)6-10(2,3)4/h5-6H2,1-4H3
• InChI key: QQFBQBDINHJDMN-UHFFFAOYSA-N

Description

General description

Reaction of ethyl trimethylsilylacetate (ETSA) with dilute hydrochloric acid, dilute alkali, anhydrous HCl, anhydrous bromine and absolute ethanol has been reported[1]. ETSA undergoes condensation with aromatic aldehydes in the presence of base catalyst to yield β-trimethylsiloxycarboxylates[2]. Lithium ETSA reacts with ketones to yield α,β-unsaturated esters[3].

Application

Ethyl trimethylsilylacetate (ETSA) was used in the synthesis of ethyl-2,2-dibromo-2-(trimethylsilyl)acetate[4]. It was also used to silylate the enolizable aldehydes and ketones[5]

Safety Information

• Pictograms: GHS02
• Signal Word: Danger
• Hazard Statements: H225
• Precautionary Statements: P210 - P233 - P240 - P241 - P242 - P243
• Hazard Classifications: Flam. Liq. 2
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 3
• Flash Point(F): <73.4 °F - closed cup
• Flash Point(C): < 23 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves