360031

(Triisopropylsilyl)acetylen

97%

• Synonym(e): Ethinyl-triisopropylsilan
• Lineare Formel: [(CH₃)₂CH]₃SiC≡CH
• CAS-Nummer: 89343-06-6
• Molekulargewicht: 182.38
• Beilstein: 3536241
• MDL-Nummer: MFCD00075452
• UNSPSC-Code: 12352100
• PubChem Substanz-ID: 24862139
• NACRES: NA.22

Eigenschaften

• Assay: 97%
• Form: liquid
• Brechungsindex: n20/D 1.4527 (lit.)
• bp: 50-52 °C/0.6 mmHg (lit.)
• Dichte: 0.813 g/mL at 25 °C (lit.)
• SMILES String: CC(C)[Si](C#C)(C(C)C)C(C)C
• InChI: 1S/C11H22Si/c1-8-12(9(2)3,10(4)5)11(6)7/h1,9-11H,2-7H3
• InChIKey: KZGWPHUWNWRTEP-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

Asymmetric addition of (triisopropylsilyl)acetylene to α,β,γ,δ-unsaturated carbonyl compounds in the presence of a cobalt/Duphos catalyst is reported. A Sonogashira coupling reaction between 1-bromo-3-iodo-5-tertbutylbenzene and (triisopropylsilyl)acetylene is reported.

Anwendung

(Triisopropylsilyl)acetylene may be used as reagent for the rhodium-catalyzed asymmetric alkynylation of various α,β-unsaturated ketones. It may be used as reagent in the enantioselective synthesis of β-alkynylated nitroalkanes.

Sicherheitshinweise

• Piktogramme: GHS02,GHS07
• Signalwort: Warning
• H-Sätze: H226,H315,H319,H335
• P-Sätze: P210 - P302 + P352 - P305 + P351 + P338
• Gefahreneinstufungen: Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
• Zielorgane: Respiratory system
• Lagerklassenschlüssel: 3 - Flammable liquids
• WGK: WGK 3
• Flammpunkt (°F): 132.8 °F - closed cup
• Flammpunkt (°C): 56 °C - closed cup
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type ABEK (EN14387) respirator filter