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209120 Sigma-Aldrich

Ethyl trimethylsilylacetate

≥98%

Synonym: ETSA

  • CAS Number 4071-88-9

  • Linear Formula (CH3)3SiCH2CO2C2H5

  • Molecular Weight 160.29

  •  Beilstein/REAXYS Number 1755902

  •  EC Number 223-783-2

  •  MDL number MFCD00009172

  •  PubChem Substance ID 24852542

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, C6 to C7, Carbonyl Compounds, Chemical Synthesis, Esters,
assay   ≥98%
refractive index   n20/D 1.415 (lit.)
bp   156-159 °C (lit.)
density   0.876 g/mL at 25 °C (lit.)
storage temp.   room temp
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. ETSA undergoes condensation with aromatic aldehydes in the presence of base catalyst to yield β-trimethylsiloxycarboxylates. Lithium ETSA reacts with ketones to yield α,β-unsaturated esters.

Application

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

Packaging

25 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS02  GHS02
Signal word 
Warning
Hazard statements 
RIDADR 
UN 3272 3 / PGIII
WGK Germany 
WGK 3
Flash Point(F) 
118.4 °F - closed cup
Flash Point(C) 
48 °C - closed cup

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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