374482

N-Benzylchininiumchlorid

95%

• Synonym(e): QUIBEC
• Empirische Formel (Hill-System): C₂₇H₃₁ClN₂O₂
• CAS-Nummer: 67174-25-8
• Molekulargewicht: 451.00
• Beilstein: 5702637
• MDL-Nummer: MFCD00198105
• UNSPSC-Code: 12352005
• PubChem Substanz-ID: 24863311
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 100
• Assay: 95%
• Optische Aktivität: [α]20/D −235°, c = 1.5 in H₂O
• mp (Schmelzpunkt): 200-205 °C (dec.) (lit.)
• SMILES String: [Cl-].COc1ccc2nccc([C@@H](O)[C@@H]3C[C@@H]4CC[N@+]3(C[C@@H]4C=C)Cc5ccccc5)c2c1
• InChI: 1S/C27H31N2O2.ClH/c1-3-20-18-29(17-19-7-5-4-6-8-19)14-12-21(20)15-26(29)27(30)23-11-13-28-25-10-9-22(31-2)16-24(23)25;/h3-11,13,16,20-21,26-27,30H,1,12,14-15,17-18H2,2H3;1H/q+1;/p-1/t20-,21-,26-,27+,29+;/m0./s1
• InChIKey: JYDIJFKNXHPWBJ-GOGFHWEMSA-M

Beschreibung

Allgemeine Beschreibung

N-Benzylquininium chloride (or Quibec) belongs to the class of cinchona family of alkaloids. It is used as a catalyst in the presence of hydroxide bases in various phase transfer reactions, epoxidations, alkylations, and Michael reactions.

Anwendung

N-Benzylquininium chloride can be used as a phase transfer catalyst:

• In the sulfenylation of various β-keto sulfoxides.
• To synthesize N-carbamoyl-protected β-nitroamines from α-amido sulfones by asymmetric aza-Henry reaction.

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)