Dimethyl Malononitrile

CAS 7321-55-3, Cat. No EN300-749626

Reagent for cyanation

Dimethyl malononitrile (DMMN) can serve as an electrophilic, carbon-bound nitrile source reagent for effective cyanation of both aryl Grignard and aryllithium reagents^[1]. It is a shelf-stable powder, with a low melting point of 31-33 ℃. But also, the reagent can undergo with nitrones and other geminal dinitriles in stereoselective 1,3-dipolar cycloaddition reactions to yield oxadiazolines. Dimethyl malononitrile affords excellent yields in the Ru(II)-catalyzed [2+2+2] cycloaddition with diynes to form the corresponding pyridines.

Synonyms: 2,2-dimethylmalononitrile; DMMN

Selected publication

1. Dimethyl Malononitrile.

Reich D. Encyclopedia of Reagents for Organic Synthesis 2021, 1–2. DOI: 10.1002/047084289X.rn02352