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N-formylpiperidine
Sign in to save'''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:
Chemical data
- Formula
- C6H11NO
- Molecular weight
- 113.16 g/mol
- IUPAC name
- piperidine-1-carbaldehyde
- SMILES
- C1CCN(CC1)C=O
- InChIKey
- FEWLNYSYJNLUOO-UHFFFAOYSA-N
- XLogP
- 0
- Polar surface area
- 20.3 Ų
- H-bond donors
- 0
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
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
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
'''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.