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N-formylpiperidine

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'''N-Formylpiperidine''' is an organic compound with the formula C6H11NO. It is the amide of formic acid and piperidine. It can be used as a polar aprotic solvent, with better hydrocarbon solubility than other amide solvents such as dimethylformamide (DMF). It has also been used to transfer the formyl group to a Grignard reagent:

Wikidata facts

Mass
113.084
Show 4 more facts
chemical formula
C₆H₁₁NO
canonical SMILES
C1CCN(CC1)C=O
melting point
-31.0
Commons category
Piperidine-N-carbaldehyde
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'''N-Formylpiperidine' is an organic compound with the formula C6H11NO. It is the amide of formic acid and piperidine. It can be used as a polar aprotic solvent, with better hydrocarbon solubility than other amide solvents such as dimethylformamide (DMF). It has also been used to transfer the formyl group to a Grignard reagent: PhCH2CH2MgCl + C6H11NO → PhCH2CH2CHO

In some formylation reaction of alkyllithium compounds, N''-formylpiperidine gives higher yields than the DMF.

Excerpted from Wikipedia’s “N-formylpiperidine” article, available under the CC BY-SA 4.0 licence.

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