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Ethyl (trimethylsilyl)acetate_Molecular_structure_CAS_4071-88-9)
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Ethyl (trimethylsilyl)acetate

Catalog No. A17707 Name Alfa Aesar
CAS Number 4071-88-9 Website
M. F. C7H16O2Si Telephone
M. W. 160.28624 Fax
Purity 98+% Email
Storage Chembase ID: 146761

SYNONYMS

Title
(三甲基硅基)醋酸乙酯
IUPAC name
ethyl 2-(trimethylsilyl)acetate
IUPAC Traditional name
ethyl 2-(trimethylsilyl)acetate
Synonyms
(Trimethylsilyl)acetic acid ethyl ester
ETSA

DATABASE IDS

MDL Number MFCD00009172
EC Number 223-783-2
Beilstein Number 1755902
CAS Number 4071-88-9

PROPERTIES

Purity 98+%
Boiling Point 156-158°C
Density 0.876
Flash Point 35°C(95°F)
Refractive Index 1.4150
GHS Pictograms GHS02
GHS Hazard statements H226
GHS Precautionary statements P210-P241-P280-P303+P361+P353-P403+P235-P501A
Risk Statements 10
Safety Statements 7-33-43-60
Storage Warning Moisture Sensitive
TSCA Listed
Hazard Class 3
UN Number UN3272
Packing Group III

DETAILS

REFERENCES

  • Reagent for silylation, under nucleophilic catalysis by TBAF, particularly of sensitive substrates, since the by-product (ethyl acetate) is neutral and filtration is avoided: J. Am. Chem. Soc., 98, 2346 (1976).Alcohols, phenols, ketones, thiols, carboxylic acids and terminal alkynes can be silylated: Bull. Chem. Soc. Jpn., 54, 805 (1981). For conversion of ketones to silyl enol ethers, see: Org. Synth. Coll., 7, 512 (1990).
  • Aromatic aldehydes undergo F- promoted Reformatsky-like addition: Tetrahedron Lett., 1699 (1976). Further heating results in Peterson-type elimination to give the ɑ?-unsaturated ester: J. Org. Chem., 60, 6582 (1995):
  • Grignard reagents give tertiary carbinols which give 1,1-disubstituted ethylenes by Peterson elimination: Tetrahedron Lett., 23, 1035 (1982). See Appendix 4.