Your company account is blocked and you cannot place orders. If you have questions, please contact your company administrator.

N-Benzylquininium Chloride [Chiral Phase-Transfer Catalyst] - 95%, high purity , CAS No.67174-25-8

  • ≥95%
Item Number
B120850
Grouped product items
SKUSizeAvailabilityPrice Qty
B120850-1g
1g
In stock
$29.90
B120850-5g
5g
In stock
$114.90
B120850-25g
25g
In stock
$517.90
View related series
All Research Area

Basic Description

SynonymsSCHEMBL306470 | (1S,2S,4S,5R)-1-benzyl-2-((R)-hydroxy(6-methoxyquinolin-4-yl)methyl)-5-vinyl-1-azoniabicyclo[2.2.2]octane chloride | (2S,4S,5R)-1-Benzyl-2-((R)-hydroxy(6-methoxyquinolin-4-yl)methyl)-5-vinylquinuclidin-1-ium chloride | N-Benzylquininium ch
Specifications & Purity≥95%
Shipped InNormal
Product Description

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.


Application:

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.

Names and Identifiers

Pubchem Sid488196866
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/488196866
IUPAC Name (R)-[(1S,2S,4S,5R)-1-benzyl-5-ethenyl-1-azoniabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol;chloride
INCHI 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
InChi Key JYDIJFKNXHPWBJ-GOGFHWEMSA-M
Canonical SMILES COC1=CC2=C(C=CN=C2C=C1)C(C3CC4CC[N+]3(CC4C=C)CC5=CC=CC=C5)O.[Cl-]
Isomeric SMILES COC1=CC2=C(C=CN=C2C=C1)[C@H]([C@@H]3C[C@@H]4CC[N@+]3(C[C@@H]4C=C)CC5=CC=CC=C5)O.[Cl-]
WGK Germany 3
PubChem CID 10863314
Molecular Weight 451.01
Beilstein 5702637
Reaxy-Rn 14541607

Certificates

C of A & Other Certificates(BSE/TSE, COO)

Find and download the COA for your product by matching the lot number on the packaging.

4 results found

Lot NumberCertificate TypeDateItem
C1915174Certificate of AnalysisJan 11, 2023 B120850
H2220083Certificate of AnalysisJun 20, 2022 B120850
H2220093Certificate of AnalysisJun 20, 2022 B120850
H2220194Certificate of AnalysisJun 20, 2022 B120850

Chemical and Physical Properties

Specific Rotation[α]227.5° (C=1.5,H2O)
Melt Point(°C)200-205 °C (dec.) (lit.)

Safety and Hazards(GHS)

Pictogram(s) GHS07
Signal Warning
Hazard Statements

H315:Causes skin irritation

H319:Causes serious eye irritation

Precautionary Statements

P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing.

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352:IF ON SKIN: wash with plenty of water.

P321:Specific treatment (see ... on this label).

P264:Wash hands [and …] thoroughly after handling.

P362+P364:Take off contaminated clothing and wash it before reuse.

P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes.

P337+P317:If eye irritation persists: Get medical help.

P332+P317:If skin irritation occurs: Get medical help.

WGK Germany 3
Reaxy-Rn 14541607

Related Documents

Solution Calculators