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
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
New Products
(S)-3-Aminobutanenitrile hydrochloride 4-Methylphenylacetic acid N-Boc-D-alaninol N-BOC-D/L-ALANINOL Tert-butyl bis(2-chloroethyl)carbamate 3-Morpholino-1-(4-nitrophenyl)-5,6-dihydropyridin- 2(1H)-one Furan-2,5-Dicarboxylic Acid Tropic acid 1-Bromo-3,5-Di-Tert-Butylbenzene S-2-CHLORO PROPIONIC ACID ETHYL ISOCYANOACETATE 2-Bromo-1,3-Bis(Dimethylamino)Trimethinium Hexafluorophosphate 4-IODO BENZOIC ACID 3-NITRO-2-METHYL ANILINE 1-(2,4-DICHLOROPHENYL) ETHANAMINE (2-Hydroxyphenyl)acetonitrile 4-Bromopyrazole 2-(Cyanocyclohexyl)acetic acid 4-methoxy-3,5-dinitropyridine 1-(4-(aminomethyl)benzyl)urea hydrochloride 2-aminopropyl benzoate hydrochloride diethyl 2-(2-((tertbutoxycarbonyl)amino) ethyl)malonate tert-butyl 4- (ureidomethyl)benzylcarbamate Ethyl-2-chloro((4-methoxyphenyl)hydrazono)acetateRelated products of tetrahydrofuran
N-Benzyl-N-methylpiperidinium chloride
(R)(-)-2-BENZYLAMINO-1-BUTANOL
N-BENZYLCINCHONINIUM CHLORIDE
N-BENZYLQUINIDINIUM CHLORIDE
2-HYDROXY-4-PYRIDYLETHYLAMINE
6-BENZYLAMINO-1-HEXANOL
Methyltripropyl ammonium chloride
Cinchonine
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