N-BENZYLCINCHONIDINIUM BROMIDE Property

Melting point:

190 °C (dec.)(lit.)

optical activity

[α]20/D 138°, c = 1 in chloroform

Safety

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

N-BENZYLCINCHONIDINIUM BROMIDE Chemical Properties,Usage,Production

Uses

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.

General Description

N-Benzylcinchonidinium bromide is a chiral phase-transfer catalyst (PTC).