N-Benzylcinchonidinium chloride

N-Benzylcinchonidinium chloride Basic information
Product Name:N-Benzylcinchonidinium chloride
Synonyms:Cinchonanium, 9-hydroxy-1-(phenylmethyl)-, chloride, (8.alpha.,9R)-;(8alpha,9R)-1-benzyl-9-hydroxycinchonanium chloride;(8S,9R)-(-)-BENZYLCINCHONIDINIUM CHLORID E, 98%;N-BENZYLCINCHONIDINIUM CHLORIDE HYDRATE;N-Benzylcinchonidinium Chloride [Chiral Phase-Transfer Catalyst];[5-ethenyl-1-(phenylmethyl)-1-azoniabicyclo[2.2.2]octan-2-yl]-(4-quinolinyl)methanol;(R)-[(1S,2S,4S,5R)-1-benzyl-5-vinyl-quinuclidin-1-ium-2-yl]-(4-quinolyl)methanol;N-Benzylcinchonidinium chloride, BCDC
CAS:69257-04-1
MF:C26H29ClN2O
MW:420.97
EINECS:273-938-3
Product Categories:Quinoline Alkaloids;Alkaloids;Ammonium Chlorides (Quaternary);Asymmetric Synthesis;Biochemistry;Quaternary Ammonium Compounds;chiral;Chiral Phase-Transfer Catalysts;Quinolinecarboxylic Acids, etc.;Quinolines;Synthetic Organic Chemistry
Mol File:69257-04-1.mol
N-Benzylcinchonidinium chloride Structure
N-Benzylcinchonidinium chloride Chemical Properties
Melting point 210 °C (dec.)(lit.)
alpha -188 º (c=0.4% in H2O)
refractive index -184 ° (C=1, H2O)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility soluble in Methanol
form powder to crystal
color White to Light yellow to Light orange
optical activity[α]20/D 180°, c = 1.3 in H2O
BRN 5421832
InChIKeyFCHYSBWCOKEPNQ-WOIURNJWSA-M
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
RIDADR UN 2811
WGK Germany 3
HS Code 29392000
MSDS Information
ProviderLanguage
SigmaAldrich English
N-Benzylcinchonidinium chloride Usage And Synthesis
Chemical Propertieswhite to light yellow crystal powde
Purification MethodsDissolve the chloride in the minimum volume of H2O and add absolute Me2CO. Filter it off and dry it in a vacuum. It can also be recrystallised from hot EtOH or EtOH/Et2O. (A good chiral phase transfer catalyst-see above) [Colonna et al. J Chem Soc, Perkin Trans 1 547 1981, Imperali & Fisher J Org Chem 57 757 1992]. [Beilstein 23 H 446.] See cinchonidine below.
N-Benzylcinchonidinium chloride Preparation Products And Raw materials
Raw materialsPotassium carbonate-->Acetone-->Calcium chloride-->Benzyl chloride-->Cinchonidine
Methylene Chloride Benzyl butyrate Cinchonine Benzoyl peroxide Benzyl chloride Calcium chloride Phenylacetone Acetyl chloride Benzyltrimethylammonium chloride Benzyltriphenylphosphonium chloride Benzyl bromide Benzyl Polyvinyl chloride Benzyl acetate Potassium chloride Benzyl benzoate DIBENZYLTOLUENE 2-​[[(2-​ethylphenyl)​(2-​hydroxyethyl)​amino]​methyl]​-​3,​3-​difluoro-Propanenitrile

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