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About This Item
Empirical Formula (Hill Notation):
C26H29BrN2O
CAS Number:
Molecular Weight:
465.43
MDL number:
UNSPSC Code:
12352101
NACRES:
NA.22
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Assay
97%
optical activity
[α]20/D −138°, c = 1 in chloroform
mp
190 °C (dec.) (lit.)
Related Categories
General description
N-Benzylcinchonidinium bromide is a chiral phase-transfer catalyst (PTC).
Application
N-Benzylcinchonidinium bromide (BCDBr) can be used:
- To prepare various 4-(bromomethyl)benzenesulfonamides, which are employed as catalysts for asymmetric benzylation reactions.
- As a phase transfer catalyst in the synthesis of organogelators via Michael addition reaction.
- To catalyze the enantioselective alkylation of tert-butyl glycinate-benzophenone Schiff base furnishing the corresponding chiral α-amino acid.
- To resolve symmetric biaryldiols via formation of inclusion complex with diols.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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Find documentation for the products that you have recently purchased in the Document Library.
Separation of the Enantiomers of 2, 2?-Dihydroxy-1, 1?-binaphthyl and 10, 10?-Dihydroxy-9, 9?-biphenanthryl by Complexation with N-Alkylcinchonidinium Halides
Tanaka K, et al.
Angewandte Chemie (International ed. in English), 32(8), 1147-1148 (1993)
Synthesis of cinchonidinium salts containing sulfonamide functionalities and their catalytic activity in asymmetric alkylation reactions
Itsuno S, et al.
Tetrahedron Letters, 55(44), 6117-6120 (2014)
Enantioselective reactions of tert-butyl glycinate-benzophenone Schiff base catalyzed by chiral phase-transfer catalyst in aqueous media without any organic solvent.
Mase N, et al.
Tetrahedron Letters, 46(18), 3213-3216 (2005)
Synthesis of green organogelators with a sulfide linkage via solvent-free Michael addition: soft templates for the preparation of size-controlled gold nanoparticles
Delbecq F, et al.
Tetrahedron Letters, 54(7), 651-656 (2013)
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