523380

4-[(Trimethylsilyl)ethinyl]benzaldehyd

97%

• Synonym(e): 4-(Trimethylsilylethynyl)benzaldehyde, 4-[2-(Trimethylsilyl)ethynyl]benzaldehyde, p-[(Trimethylsilyl)ethynyl]benzaldehyde
• Lineare Formel: (CH₃)₃SiC≡CC₆H₄CHO
• CAS-Nummer: 77123-57-0
• Molekulargewicht: 202.32
• MDL-Nummer: MFCD02093765
• UNSPSC-Code: 12352100
• PubChem Substanz-ID: 24874332
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 200
• Assay: 97%
• mp (Schmelzpunkt): 66-70 °C (lit.)
• Funktionelle Gruppe: aldehyde
• SMILES String: C[Si](C)(C)C#Cc1ccc(C=O)cc1
• InChI: 1S/C12H14OSi/c1-14(2,3)9-8-11-4-6-12(10-13)7-5-11/h4-7,10H,1-3H3
• InChIKey: UZQDUXAJFTWMDT-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

4-[(Trimethylsilyl)ethynyl]benzaldehyde can be synthesized by reacting 4-bromobenzaldehyde and triphenylphosphine in anhydrous triethylamine with ethynyltrimethylsilane and then with palladium(II) acetate under argon.[1] It can also be prepared by Sonogashira coupling reaction between 4-bromobenzaldehyde and (trimethylsilyl) ethynyl.[2]

Anwendung

4-[(Trimethylsilyl)ethynyl]benzaldehyde may be used in the preparation of the following:

• 4,4,5,5-tetramethyl-2-{4-[(trimethylsilyl)ethynyl]phenyl}imidazolidine-1,3-diol[3]
• 5,10,15-triphenyl-20-{4-[2-(trimethylsilyl)ethynyl]phenyl}porphyrin[4]

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)