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348007 Sigma-Aldrich

1-Trimethylsilyl-1-hexyne

99%

  • CAS Number 3844-94-8

  • Linear Formula CH3(CH2)3C≡CSi(CH3)3

  • Molecular Weight 154.32

  •  Beilstein/REAXYS Number 1421652

  •  MDL number MFCD00075407

  •  PubChem Substance ID 24861541

  •  NACRES NA.22

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Properties

Related Categories Alkynes, Building Blocks, Chemical Synthesis, Internal, Organic Building Blocks More...
assay   99%
refractive index   n20/D 1.431 (lit.)
bp   65 °C/35 mmHg (lit.)
density   0.764 g/mL at 25 °C (lit.)
SMILES string   CCCCC#C[Si](C)(C)C
InChI   1S/C9H18Si/c1-5-6-7-8-9-10(2,3)4/h5-7H2,1-4H3
InChI key   SFCRJYVNDZSYCT-UHFFFAOYSA-N

Description

General description

1-Trimethylsilyl-1-hexyne is a trialkylsilylalkyne. Tetrabutylammonium fluoride (TBAF) catalyzed conversion of 1-trimethylsilyl-1-hexyne to corresponding propargylic alcohol is reported. Pd(OAc)2/L‚ HCl-catalyzed Sonogashira coupling reaction of aryl bromide with 1-trimethylsilyl-1-hexyne has been reported.

Application

1-Trimethylsilyl-1-hexyne may be used in the preparation of enynes by coupling with vinyl triflates or aryl iodide using silver salt and Pd(PPh3)4 as catalyst. It may be used in the preparation of functionalised durene and isodurene derivatives.

Packaging

10 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
RIDADR 
UN 1993C 3 / PGIII
WGK Germany 
WGK 3
Flash Point(F) 
122.0 °F - closed cup
Flash Point(C) 
50 °C - closed cup

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Peer-Reviewed Papers
15

References

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