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: 2026-01-13 11:20:18
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) |
 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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