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377775 Sigma-Aldrich

3-Bromo-1-(trimethylsilyl)-1-propyne

98%

Synonym: 3-(Trimethylsilyl)propargyl bromide, 3-Bromo-1-(trimethylsilyl)-1-propyne

  • CAS Number 38002-45-8

  • Linear Formula BrCH2C≡CSi(CH3)3

  • Molecular Weight 191.14

  •  Beilstein/REAXYS Number 2037650

  •  MDL number MFCD00134460

  •  PubChem Substance ID 24863521

  •  NACRES NA.22

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Properties

Related Categories Alkynes, Building Blocks, Chemical Synthesis, Internal, Organic Building Blocks More...
Quality Level   100
assay   98%
refractive index   n20/D 1.483 (lit.)
bp   44-45 °C/2 mmHg (lit.)
density   1.17 g/mL at 25 °C (lit.)
storage temp.   2-8°C
SMILES string   C[Si](C)(C)C#CCBr
InChI   1S/C6H11BrSi/c1-8(2,3)6-4-5-7/h5H2,1-3H3
InChI key   GAPRPFRDVCCCHR-UHFFFAOYSA-N

Description

General description

3-Bromo-1-(trimethylsilyl)-1-propyne is reported as a propargylating agent. Selective reaction of 3-bromo-1-(trimethylsilyl)-1-propyne with α-keto ester using indium metal has been studied.

Application

3-Bromo-1-(trimethylsilyl)-1-propyne may be used in the preparation of tetrahydroisoquinoline-3-carboxylic acid derivatives. It may be used as reagent for the alkylation of dianion of β-keto esters at γ-carbon. It may be employed in the preparation of terminal conjugated enynes and allenic alcohols.

Packaging

1, 10 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
RIDADR 
UN 3334
WGK Germany 
WGK 3
Flash Point(F) 
145.4 °F - closed cup
Flash Point(C) 
63 °C - closed cup

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Peer-Reviewed Papers
15

References

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