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N-BENZYLQUININIUM CHLORIDE

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N-BENZYLQUININIUM CHLORIDE Basic information

Product Name:
N-BENZYLQUININIUM CHLORIDE
Synonyms:
  • N-Benzylquininium Chloride [Chiral Phase-Transfer Catalyst]
  • N-BENZYLQUININIUM CHLORIDE
  • QUIBEC
  • N-Benzylquininium chloride ,98%
  • CinchonaniuM, 9-hydroxy-6'-Methoxy-1-(phenylMethyl)-,chloride, (8a,9R)-
  • 1-Benzylquininium chloride
  • N-Benzylquininium chloride 95%
  • (2S,4S,5R)
CAS:
67174-25-8
MF:
C27H31ClN2O2
MW:
451.01
EINECS:
224-828-9
Product Categories:
  • Ammonium Chlorides (Quaternary)
  • Asymmetric Synthesis
  • Biochemistry
  • Chiral Phase-Transfer Catalysts
  • Quaternary Ammonium Compounds
  • Quinoline Alkaloids
  • Alkaloids
  • Alkoxyquinolines
  • Quinolines
  • Synthetic Organic Chemistry
Mol File:
67174-25-8.mol
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N-BENZYLQUININIUM CHLORIDE Chemical Properties

Melting point:
200-205 °C (dec.) (lit.)
refractive index 
227.5 ° (C=1.5, H2O)
storage temp. 
2-8°C
solubility 
freely sol H2O, alcohols, acetone; slightly sol EtOAc; sparingly sol CHCl3
form 
powder to crystal
color 
White to Light yellow
optical activity
[α]20/D 235°, c = 1.5 in H2O
BRN 
5702637
CAS DataBase Reference
67174-25-8
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Safety Information

Safety Statements 
22-24/25
WGK Germany 
3
HS Code 
29339900

MSDS

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N-BENZYLQUININIUM CHLORIDE Usage And Synthesis

Chemical Properties

Off-white to brown powder

Uses

N-Benzylquininium chloride can be used as a phase transfer catalyst:

  • In the sulfenylation of various β-keto sulfoxides.
  • To synthesize N-carbamoyl-protected β-nitroamines from α-amido sulfones by asymmetric aza-Henry reaction.

General Description

N-Benzylquininium chloride (or Quibec) belongs to the class of cinchona family of alkaloids. It is used as a catalyst in the presence of hydroxide bases in various phase transfer reactions, epoxidations, alkylations, and Michael reactions.

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