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13288 Sigma-Aldrich

N-Benzylcinchoninium chloride

purum, ≥98.0% (AT)

Synonym: 9-Hydroxy-1-(phenylmethyl)cinchonanium chloride, BCNC

  • CAS Number 69221-14-3

  • Empirical Formula (Hill Notation) C26H29ClN2O

  • Molecular Weight 420.97

  •  Beilstein Registry Number 5232950

  •  EC Number 273-915-8

  •  MDL number MFCD00082423

  •  PubChem Substance ID 24848082

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents, Phase Transfer Reaction
InChI Key   FCHYSBWCOKEPNQ-YGNISETGSA-M
grade   purum
assay   ≥98.0% (AT)
optical activity   [α]20/D +169±3°, c = 0.4% in H2O
mp   256 °C (dec.)(lit.)

Description

Other Notes

Chiral phase transfer catalyst

Same product — same quality — now Sigma-Aldrich brand

Application

Phase-transfer catalyst involved in:
• Enantioselective alkylation of malonic diester with alkyl halides
• Hydrolysis of enol esters
• Asymmetric 6π electrocyclization for synthesis of functionalized indolines
• Asymmetric Michael addition
• Alkylation of monosubstituted indolinones with alkylhalides
• Asymmetric destruction and kinetic resolution of 1-benzylated Reissert compounds

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Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
Protocols & Articles
Peer-Reviewed Papers
15

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