| Identification | More | [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 Properties | Back 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 Rotation]
[α]20/D +169°, c = 0.4 in H2O | [BRN ]
5232950 | [InChIKey]
FCHYSBWCOKEPNQ-YGNISETGSA-M | [SMILES]
[Cl-].O[C@H]([C@H]1C[C@@H]2CC[N+]1(C[C@@H]2C=C)Cc3ccccc3)c4ccnc5ccccc45 | [CAS DataBase Reference]
69221-14-3(CAS DataBase Reference) |
| Safety Data | Back 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 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back 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]. |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
| Company Name: |
Sigma-Aldrich
|
| Telephone: |
021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
|