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346977 Sigma-Aldrich

(Triethylsilyl)acetylene

97%

Synonym: Ethynyltriethylsilane

  • CAS Number 1777-03-3

  • Linear Formula (C2H5)3SiC≡CH

  • Molecular Weight 140.30

  •  Beilstein/REAXYS Number 1743814

  •  MDL number MFCD00075373

  •  PubChem Substance ID 24861453

  •  NACRES NA.22

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Properties

Related Categories Alkynes, Building Blocks, Chemical Synthesis, Organic Building Blocks, Terminal More...
assay   97%
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

Packaging

5 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS02  GHS02
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 1993BF 3 / PGII
WGK Germany 
WGK 3
Flash Point(F) 
62.6 °F - closed cup
Flash Point(C) 
17 °C - closed cup

Documents

Certificate of Analysis (COA)

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Meet Synthia - Retrosynthesis Sofware
Protocols & Articles

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Peer-Reviewed Papers
15

References

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