47725

1-Formylpiperidine

purum, ≥99.0% (GC)

• Synonym(s): N-Carbaldehyde piperidine, NFP, Piperidine-1-carboxaldehyde
• Empirical Formula (Hill Notation): C₆H₁₁NO
• CAS Number: 2591-86-8
• Molecular Weight: 113.16
• Beilstein: 107697
• EC Number: 219-986-0
• MDL number: MFCD00006483
• UNSPSC Code: 12352100

Properties

• vapor pressure: 0.1 mmHg ( 25 °C)
• grade: purum
• Assay: ≥99.0% (GC)
• refractive index: n20/D 1.484 (lit.); n20/D 1.485
• bp: 222 °C (lit.)
• density: 1.019 g/mL at 25 °C (lit.)
• SMILES string: [H]C(=O)N1CCCCC1
• InChI: 1S/C6H11NO/c8-6-7-4-2-1-3-5-7/h6H,1-5H2
• InChI key: FEWLNYSYJNLUOO-UHFFFAOYSA-N

Description

Application

Reactant for:

• Direct amidation of azoles with formamides via metal-free C-H activation in the presence of tert-butyl perbenzoate
• Vilsmeier-type reactions of pyrazoles with amides in the presence of phosphorous oxychloride
• CO-free aminocarbonylation of N-substituted formamides with aryl iodides/bromides catalyzed by palladium acetate and Xantphos for synthesis of arylamides
• Synthesis of alternating copolymers for organic photovoltaic applications
• One-pot double functionalization of π-deficient heterocyclic lithium reagents
• Synthesis of thermally stable piezofluorochromic aggregation-induced emission compounds

Other Notes

Used in formyl transfer to Grignard reagents