Ethyltrimethylsilylacetat

Ethyl trimethylsilylacetate

HCID 77687CAS 4071-88-9

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Grundinformationen

Standard-SMILES: CCOC(=O)C[Si](C)(C)C
InChIKey: QQFBQBDINHJDMN-UHFFFAOYSA-N
Summenformel: C7H16O2Si
Durchschnittliche Molmasse: 160,29 g/mol
Monoisotopische Masse: 160,09195628

Namen und Bezeichner

Bevorzugter Name: Ethyl trimethylsilylacetate
IUPAC: ethyl 2-trimethylsilylacetate
Lokaler Name: Ethyltrimethylsilylacetat
Englischer Name: Ethyl (trimethylsilyl)acetate
Summenformel: C7H16O2Si
Molmasse: 160.29

Namen und Synonyme

4071-88-9Ethyl (trimethylsilyl)acetateEthyl trimethylsilylacetate(Trimethylsilyl)acetic Acid Ethyl EsterJJ5WZD3DYTEINECS 223-783-2NSC-108051NSC-234752DTXSID101936942-(TRIMETHYLSILYL)ACETIC ACID ETHYL ESTERNSC 108051NSC 234752

Weitere Namen anzeigen

ETSA2-trimethylsilylbutanoateEthyl(Trimethylsily)AcetateETHYL(2-TRIMETHYLSILYL)ACETATEETHYL TRI METHYLSILYLACETATE 99%Ethyl (trimethylsilyl)acetate,97%Ethyl acetatethree MethylsiliconeEthyl (trimethylsilyl)acetate, 98+%

ETHYL .ALPHA.-(TRIMETHYLSILYL)ACETATEACETIC ACID, 2-(TRIMETHYLSILYL)-, ETHYL ESTERRefChem:596431DTXCID50116185ETHYL ALPHA-(TRIMETHYLSILYL)ACETATE223-783-2Ethyl 2-(trimethylsilyl)acetateethyl 2-trimethylsilylacetate

Datenbank-Bezeichner

CAS: 4071-88-9
PubChem CID: 77687
DTXSID: DTXSID10193694
UNII: JJ5WZD3DYT
EC Number: 223-783-2
Nikkaji: J217.879F

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA): 26,3 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 2
Frei drehbare Bindungen: 4
Schwere Atome: 10
Formalladung: 0
Komplexität: 115

Experimentelle und physikochemische Eigenschaften

SpringerMaterials Properties29Si nuclear magnetic resonance spectrum

Physikochemische Eigenschaften

Siedepunkt: 156 · 156-159 °C (lit.)
Dichte: 0.876 g/mL · 0.876 g/mL at 25 °C (lit.)
Brechungsindex: 20 · n20/D 1.415(lit.)
Flammpunkt: 95 °F · 95 °F
storage temp.: Inert atmosphere,Room Temperature
Löslichkeit: sol ethereal and chlorinated solvents; reacts with protic solvents.
Aggregatzustand: clear liquid
Farbe: Colorless to Almost colorless
Wichte: 0.876 · 0.876
Wasserlöslichkeit: Decomposition
BRN: 1755902 · 1755902
InChI: 1S/C7H16O2Si/c1-5-9-7(8)6-10(2,3)4/h5-6H2,1-4H3
InChIKey: QQFBQBDINHJDMN-UHFFFAOYSA-N
SMILES: CCOC(=O)C[Si](C)(C)C
CAS Datenbank: 4071 · 4071-88-9(CAS DataBase Reference)
NIST chemische Informationen: Ethyl (trimethylsilyl)acetate(4071-88-9)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H226 (97.8%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 45 reports by companies from 4 notifications to the ECHA C&L Inventory.

Gefahrenhinweise

Hazard Classes and CategoriesFlam. Liq. 3 (97.8%)

Sicherheitsdaten

F: 10-21
wgk: 3
tsca: Yes
ridadr: UN 3272 3/PG 3
hs_code: 29319090
risk_code: 10
safety_code: 16-24/25
hazard_class: 3
packing_group: III
Speicherklasse: 3 - Flammable liquids
Hazard Classifications: Flam. Liq. 2

Chemie und Industrie

Anwendungen

VerwendenEthyl trimethylsilylacetate is used in the synthesis of ethyl-2,2-dibromo-2-(trimethylsilyl)acetate and α,β-unsaturated esters. It was also used to silylate the enolizable aldehydes and ketones.

Darstellung · 1 Eintrag

synthetischeethyl trimethylsilylacetate synthesis: Available by a Reformatsky reaction from ethyl bromoacetate, and by reaction of trimethylsilylmethylmagnesium chloride with ethyl chloroformate. An alternative approach requires the treatment of ethyl acetate with triphenylmethylsodium followed by chlorotrimethylsilane The use of a nitrogen base with ethyl acetate in THF followed by reaction with chlorotrimethylsilane results in a mixture of C- and O-silylation. The use of HMPA as additive in the reaction medium increases the amount of O-silylation to 90%. Similar methods can be used to prepare analogs.