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804649 Sigma-Aldrich

(Ethylthio-trifluoroborate)-methane dimethyliminium

95%

Synonym: Bode KAT Reagent

  • CAS Number 1622923-36-7

  • Empirical Formula (Hill Notation) C5H11BF3NS

  • Molecular Weight 185.02

  •  MDL number MFCD28397137

  •  PubChem Substance ID 329768887

  •  NACRES NA.22

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Properties

Related Categories C-X Bond Formation (Non-Halogen), Chemical Synthesis, Other Non-Halogen Reagents for C-X Bond Formation, Synthetic Reagents
Quality Level   100
assay   95%
storage temp.   2-8°C
SMILES string   F[B-](F)(F)C(SCC)=[N+](C)C
InChI   1S/C5H11BF3NS/c1-4-11-5(10(2)3)6(7,8)9/h4H2,1-3H3
InChI key   FOEJEMWJAWZDLW-UHFFFAOYSA-N

Description

Application

Reagent is a benchtop stable solid used in the preparation of potassium acyltrifluoroborates(KAT′s). Reported reaction conditions require 1.0 equiv. of n-BuLi(in hexane) at -78°C from the corresponding aryl/heteroaryl halide. Resulting KAT′s can be isolated without needing column chromatography.

Packaging

1 g in glass bottle

Other Notes

A Reagent for the One-Step Preparation of Potassium Acyltrifluoroborates (KAT′s) from Aryl- and Heteroarylhalides

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Jeffrey Bode Group – Professor Product Portal

From our library of Articles, Sigma-Aldrich presents Jeffrey Bode Group – Professor Product Portal
Keywords: Annulations, Asymmetric synthesis, Catalysis, Cross couplings, transformation

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