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The benzil rearrangement reaction: trapping of a hitherto minor product and its application to the development of a selective cyanide anion indicator.

Organic letters (2007-12-07)
Jonathan L Sessler, Dong-Gyu Cho
ABSTRACT

The isolation and characterization of an intermediate from the benzil-cyanide reaction is reported. The use of this trapping chemistry to produce a chemical indicator for the cyanide anion is described. It relies on the synthesis and reaction of a pi-extended analogue of benzil. Addition of tetrabutylammonium cyanide to organic solutions of this species, referred to as compound 3 in the text, gives rise to a dramatic change in both color and fluorescence properties.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Benzil, 98%

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