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Merck
CN

47725

1-Formylpiperidine

purum, ≥99.0% (GC)

Synonym(s):

N-Carbaldehyde piperidine, NFP, Piperidine-1-carboxaldehyde

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About This Item

Empirical Formula (Hill Notation):
C6H11NO
CAS Number:
Molecular Weight:
113.16
EC Number:
219-986-0
UNSPSC Code:
12352100
MDL number:
Beilstein/REAXYS Number:
107697
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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

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

Regulatory Information

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G.A. Olah et al.
Organic Syntheses, 64, 114-114 (1986)

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