346977

(Triethylsilyl)acetylene

97%

• Synonym(s): Ethynyltriethylsilane
• Linear Formula: (C₂H₅)₃SiC≡CH
• CAS Number: 1777-03-3
• Molecular Weight: 140.30
• Beilstein: 1743814
• MDL number: MFCD00075373
• UNSPSC Code: 12352100
• PubChem Substance ID: 24861453
• NACRES: NA.22

Properties

• Assay: 97%
• form: liquid
• refractive index: n20/D 1.433 (lit.)
• density: 0.783 g/mL at 25 °C (lit.)
• SMILES string: CC[Si](CC)(CC)C#C
• InChI: 1S/C8H16Si/c1-5-9(6-2,7-3)8-4/h1H,6-8H2,2-4H3
• InChI key: FWSPXZXVNVQHIF-UHFFFAOYSA-N

Description

General description

(Triethylsilyl)acetylene, a bulky trialkylsilyl-protected alkyne, undergoes Cadiot-Chodkiewicz cross-coupling reaction with various bromoalkynes to yield synthetically useful unsymmetrical diynes. Rhodium-catalyzed dimerization of (triethylsilyl)acetylene has been reported.

Application

(Triethylsilyl)acetylene may be used in the synthesis of triethylsilylethynyl anthradithiophenes, such as :

• 2,8-dimethyl-5,11-bis(triethylsilylethynyl)ADT (ADT= anthradithiophene)
• 2,8-diethyl-5,11-bis(triethylsilylethynyl)ADT
• 2,8-dipropyl-5,11-bis(triethylsilylethynyl)ADT

Safety Information

• Pictograms: GHS02
• Signal Word: Danger
• Hazard Statements: H225
• Precautionary Statements: P210 - P370 + P378 - P403 + P235
• Hazard Classifications: Flam. Liq. 2
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 3
• Flash Point(F): 62.6 °F - closed cup
• Flash Point(C): 17 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves