523380

4-[(Trimethylsilyl)ethynyl]benzaldehyde

97%

• Sinónimos: 4-(Trimethylsilylethynyl)benzaldehyde, 4-[2-(Trimethylsilyl)ethynyl]benzaldehyde, p-[(Trimethylsilyl)ethynyl]benzaldehyde
• Fórmula lineal: (CH₃)₃SiC≡CC₆H₄CHO
• Número de CAS: 77123-57-0
• Peso molecular: 202.32
• MDL number: MFCD02093765
• UNSPSC Code: 12352100
• PubChem Substance ID: 24874332
• NACRES: NA.22

Propiedades

• Quality Level: 200
• assay: 97%
• mp: 66-70 °C (lit.)
• 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
• InChI key: UZQDUXAJFTWMDT-UHFFFAOYSA-N

Descripción

General description

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. It can also be prepared by Sonogashira coupling reaction between 4-bromobenzaldehyde and (trimethylsilyl) ethynyl.

Application

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

Información de seguridad

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)