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N,N-Dimethylaminomethylferrocene

N,N-Dimethylaminomethylferrocene is the dimethylaminomethyl derivative of ferrocene, (C<sub>5</sub>H<sub>5</sub>)Fe(C<sub>5</sub>H<sub>4</sub>CH<sub>2</sub>N(CH<sub>3</sub>)<sub>2</sub>. It is an air-stable, dark-orange syrup that is soluble in common organic solvents. The compound is prepared by the reaction of ferrocene with formaldehyde and dimethylamine:

(C<sub>5</sub>H<sub>5</sub>)<sub>2</sub>Fe + CH<sub>2</sub>O + HN(CH<sub>3</sub>)<sub>2</sub> → (C<sub>5</sub>H<sub>5</sub>)Fe(C<sub>5</sub>H<sub>4</sub>CH<sub>2</sub>N(CH<sub>3</sub>)<sub>2</sub> + H<sub>2</sub>O

It is a precursor to prototypes of ferrocene-containing redox sensors and diverse ligands.

The amine can be quaternized, which provides access to many derivatives.

References