Eschenmoser's salt

N, N- Dimethylmethylenammoniumiodid

Light yellow solid

Fixed

240 ° C ( decomposition)

Decomposition in water

Attention

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The Eschenmoser salt is an organic salt. It consists of a N, N- Dimethylmethyliden cation usually having a iodide ion as a counter ion. Other counter ions such as chloride or nitrate ions, are often used. The salt is named after its developer, the Swiss chemist Albert Eschenmoser.

The Eschenmoser salt is used to Dimethylaminomethylierung, it can be with him so a dimethylaminomethyl function are introduced. For this purpose, the salt is reacted with a nucleophile. This uses this to the carbon atom of the double bond.

Representation

There are several ways for the synthesis of Eschenmoser salt. Of these, many are based on the reaction of tetra-N - methylmethandiamin with iodine-containing electrophiles such as diiodomethane or trimethylsilyl iodide.