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HomeProduct name listN-BENZYLCINCHONINIUM CHLORIDE

N-BENZYLCINCHONINIUM CHLORIDE

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

  • CAS NO.:69221-14-3
  • Empirical Formula: C26H29ClN2O
  • Molecular Weight: 420.97
  • MDL number: MFCD00082423
  • EINECS: 273-915-8
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-06-08 17:06:37
N-BENZYLCINCHONINIUM CHLORIDE Structural

What is N-BENZYLCINCHONINIUM CHLORIDE?

Chemical properties

Solid

The Uses of N-BENZYLCINCHONINIUM CHLORIDE

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

Purification Methods

Recrystallise the chloride from isoPrOH, toluene or small volumes of H2O. It is a good chiral phase transfer catalyst [Julia et al. J Chem Soc, Perkin Trans 1 574 1981, Hughes et al. J Am Chem Soc 106 446 1984, Hughes et al. J Org Chem 52 4745 1987].

Properties of N-BENZYLCINCHONINIUM CHLORIDE

Melting point: 256 °C (dec.)(lit.)
refractive index  168.5 ° (C=0.4, MeOH:H2O=1:5)
storage temp.  Inert atmosphere,Room Temperature
solubility  slightly sol. in Methanol
form  powder to crystaline
color  White to Almost white
optical activity [α]20/D +169°, c = 0.4 in H2O
BRN  5232950
CAS DataBase Reference 69221-14-3(CAS DataBase Reference)

Safety information for N-BENZYLCINCHONINIUM CHLORIDE

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
Precautionary Statement Codes P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P280:Wear protective gloves/protective clothing/eye protection/face protection.

Computed Descriptors for N-BENZYLCINCHONINIUM CHLORIDE

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