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ChemicalBook--->CAS DataBase List--->69221-14-3

69221-14-3

69221-14-3 Structure

69221-14-3 Structure
IdentificationMore
[Name]

N-BENZYLCINCHONINIUM CHLORIDE
[CAS]

69221-14-3
[Synonyms]

BCNC
N-BENZYLCINCHONINIUM CHLORIDE
(9S)-1-benzyl-9-hydroxycinchonanium chloride
chiralphase-transfercatalyst
N-BENZYLCINCHONINUM CHLORIDE)
N-Benzylcinchoninium Chloride [Chiral Phase-Transfer Catalyst]
(+)-1-Benzylcinchoninium chloride
(+)-N-Benzylcinchone chloride
(9S)-9-Hydroxy-1-(phenylmethyl)cinchonan-1-ium·chloride
1-Benzylcinchoninium chloride
[EINECS(EC#)]

273-915-8
[Molecular Formula]

C26H29ClN2O
[MDL Number]

MFCD00082423
[Molecular Weight]

420.97
[MOL File]

69221-14-3.mol
Chemical PropertiesBack Directory
[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 DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
[HS Code ]

29339900
Hazard InformationBack Directory
[Chemical Properties]

Solid
[Uses]

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].
Spectrum DetailBack Directory
[Spectrum Detail]

N-BENZYLCINCHONINIUM CHLORIDE(69221-14-3)1HNMR
N-BENZYLCINCHONINIUM CHLORIDE(69221-14-3)IR
N-BENZYLCINCHONINIUM CHLORIDE(69221-14-3)Raman
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

69221-14-3(sigmaaldrich)
[TCI AMERICA]

N-Benzylcinchoninium Chloride  [Chiral Phase-Transfer Catalyst],>99.0%(T)(69221-14-3)
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Tags:69221-14-3 Related Product Information
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