2-Trimethylsilylthiazole

HCID 588453CAS 79265-30-8

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Grundinformationen

Standard-SMILES: C[Si](C)(C)c1nccs1
InChIKey: VJCHUDDPWPQOLH-UHFFFAOYSA-N
Summenformel: C6H11NSSi
Durchschnittliche Molmasse: 157,31 g/mol
Monoisotopische Masse: 157,03814688

Namen und Bezeichner

Bevorzugter Name: 2-Trimethylsilylthiazole
IUPAC: trimethyl(1,3-thiazol-2-yl)silane
Englischer Name: 2-(Trimethylsilyl)thiazole
Summenformel: C6H11NSSi
Molmasse: 157.31

Namen und Synonyme

2-TrimethylsilylthiazoleThiazole, 2-(trimethylsilyl)-RefChem:4838412-(Trimethylsilyl)thiazole79265-30-82-(Trimethylsilyl)-1,3-thiazoletrimethyl(1,3-thiazol-2-yl)silaneMFCD000662742-TRIMETHYLSILANYLTHIAZOLE2-trimethylsilyl thiazole2-trimethylsilyl-thiazole2-trimethylsilanyl-thiazole

Weitere Namen anzeigen

2-TSTDondoniDondoni reagent2-（trimethyl)thiazole2-TRIMETHYLSILYTHIAZOLE2-THIAZOLYTRIMETHYLSILANE2-Thiazolyltrimethylsilanetrimethyl(2-thiazolyl)silane

s20279AKOS015840024AC-5111AS-2184IOXILAN(400MG)trimethyl(thiazol-2-yl)silane2-TrimethylsilAMY5357

Datenbank-Bezeichner

CAS: 79265-30-8
PubChem CID: 588453
DTXSID: DTXSID00343242
EC Number: 627-932-6
Nikkaji: J261.103A

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA): 41,1 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 2
Frei drehbare Bindungen: 1
Schwere Atome: 9
Formalladung: 0
Komplexität: 99,7

Experimentelle und physikochemische Eigenschaften

SpringerMaterials PropertiesChemical shift

Physikochemische Eigenschaften

Siedepunkt: 56 · 56-57 °C10 mm Hg(lit.)
Dichte: 0.985 g/mL · 0.985 g/mL at 25 °C(lit.)
Brechungsindex: 20 · n20/D 1.497(lit.)
Flammpunkt: 135 °F · 135 °F
storage temp.: 2 · Inert atmosphere,2-8°C
Löslichkeit: THF: very soluble(lit.)
Aggregatzustand: Liquid
pka: 2.91 · 2.91±0.10(Predicted)
Wichte: 0.99 · 0.99
Farbe: Clear colorless to slightly yellow
Wasserlöslichkeit: IMMISCIBLE
BRN: 3538017 · 3538017
CAS Datenbank: 79265 · 79265-30-8(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 2.2% (1 of 46) of reports.

Warning

H226 (10.9%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 46 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information2-TRIMETHYLSILYLTHIAZOLE: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesFlam. Liq. 3 (10.9%)

Sicherheitsdaten

F: 10-21
wgk: 3
ridadr: 1993
hs_code: 29341000
risk_code: 36/37/38
hazard_code: Xi
safety_code: 23-24/25-26
hazard_class: 3
packing_group: III

Chemie und Industrie

Anwendungen · 1 Eintrag

Verwenden2-(Trimethylsilyl)thiazole is used as formyl anion equivalent; effective one-carbon homologating reagent of alkoxy aldehydes, amino aldehydes, and dialdoses.It takes part in the reactions of Homologation of Aldehydes, Metalation and Reactivity with Electrophiles, Cross-coupling Reactions, etc.

Darstellung

synthetischeAlthough 2-(trimethylsilyl)thiazole (1) is commercially available, it can be easily prepared on a multigram scale from 2-bromothiazole, n-butyllithium, and chlorotrimethylsilane as shown in eq 1.