1,1-Dimethylethyltrimethylsilylacetat

1,1-Dimethylethyl trimethylsilylacetate

HCID 99527CAS 41108-81-0

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Grundinformationen

Standard-SMILES: CC(C)(C)OC(=O)C[Si](C)(C)C
InChIKey: HOHBQWITMXOSOW-UHFFFAOYSA-N
Summenformel: C9H20O2Si
Durchschnittliche Molmasse: 188,34 g/mol
Monoisotopische Masse: 188,12325641

Namen und Bezeichner

Bevorzugter Name: 1,1-Dimethylethyl trimethylsilylacetate
IUPAC: tert-butyl 2-trimethylsilylacetate
Lokaler Name: 1,1-Dimethylethyltrimethylsilylacetat
Englischer Name: TERT-BUTYL TRIMETHYLSILYLACETATE
Summenformel: C9H20O2Si
Molmasse: 188.34

Namen und Synonyme

1,1-Dimethylethyl trimethylsilylacetateEINECS 255-222-2DTXSID00194054NSC 237636RefChem:410244DTXCID10116545255-222-241108-81-0tert-Butyl trimethylsilylacetatetert-butyl 2-trimethylsilylacetateTERT-BUTYL (TRIMETHYLSILYL)ACETATETERT-BUTYL 2-(TRIMETHYLSILYL)ACETATE

Weitere Namen anzeigen

(Trimethylsilyl)acetic acid 1,1-dimethylethyl esterAcetic acid, 2-(trimethylsilyl)-, 1,1-dimethylethyl ester

1,1-Dimethylethyl 2-(trimethylsilyl)acetate2-(Trimethylsilyl)acetic Acid 1,1-Dimethylethyl Ester; 1,1-Dimethylethyl (Trimethylsilyl)acetate; NSC 237636; tert-Butyl 2-(Trimethylsilyl)acetate; tert-Butyl alpha-(Trimethylsilyl)acetate92759_ALDRICH, tert-Butyl trimethylsilylacetate, 92759_FLUKA, MolPort-003-939-546, NSC237636, CID99527, EINECS 255-222-2, 1,1-Dimethylethyl trimethylsilylacetate, 41108-81-0NSC237636t-butyltrimethylsilylacetatet-butyl trimethylsilylacetateSCHEMBL9019859Acetic acid, (trimethylsilyl)-, 1,1-dimethylethyl ester

Datenbank-Bezeichner

CAS: 41108-81-0
PubChem CID: 99527
DTXSID: DTXSID00194054
EC Number: 255-222-2
Nikkaji: J267.305C

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA): 26,3 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 2
Frei drehbare Bindungen: 4
Schwere Atome: 12
Formalladung: 0
Komplexität: 162

Physikochemische Eigenschaften

Siedepunkt: 67 °C13 · 67 °C13 mm Hg(lit.)
Dichte: 0.86 g/mL · 0.86 g/mL at 25 °C(lit.)
Brechungsindex: 20 · n20/D 1.417
Flammpunkt: 42 °C · 42 °C
Löslichkeit: Chloroform (Soluble), Methanol (Soluble)
Aggregatzustand: Oil
Farbe: Colourless
BRN: 1930256 · 1930256
InChI: 1S/C9H20O2Si/c1-9(2,3)11-8(10)7-12(4,5)6/h7H2,1-6H3
InChIKey: HOHBQWITMXOSOW-UHFFFAOYSA-N
SMILES: CC(C)(C)OC(=O)C[Si](C)(C)C

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H226 (100%): 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 39 reports by companies from 1 notifications to the ECHA C&L Inventory.

Gefahrenhinweise

Hazard Classes and CategoriesFlam. Liq. 3 (100%)

Sicherheitsdaten

F: 10-21
wgk: 3
ridadr: UN 3272 3/PG 3
risk_code: 10
safety_code: 23-24/25
hazard_class: 3.2
packing_group: III
Speicherklasse: 3 - Flammable liquids
Hazard Classifications: Flam. Liq. 3

Chemie und Industrie

Anwendungen · 2 Einträge

BeschreibungTERT-BUTYL TRIMETHYLSILYLACETATE is used to prepare lithium enolates which can be alkylated; can be alkenated with aldehydes and ketones; can be acylated; can be reacted with Group 14 halides.

Verwendent-Butyl Trimethylsilylacetate is used to prepare lithium enolates which can be alkylated;can be alkenated with aldehydes and ketones;can be acylated;can be reacted with Group 14 halides.Most applications require initial formation of the enolate (1) (eq 1), which is obtained as a white solid suspended in THF, stable indefinitely at 78°C.

Darstellung · 1 Eintrag

synthetischean advantage of t-butyl trimethylsilylacetate over its methyl and ethyl ester analogs is that it can be prepared by C-silylation of the lithium enolate of t-butyl acetate at 78°C in THF (85–90% yield). Under the same conditions the enolates of methyl and ethyl acetate give primarily O-silylated products.The reagent has also been prepared by a rapid boron trifluoride etherate catalyzed reaction of trimethylsilylketene with t-butyl alcohol.