Piperidine- N -carbaldehyde

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Structural formula
Structural formula of piperidine-N-carbaldehyde
General
Surname Piperidine- N -carbaldehyde
other names
  • 1-piperidinecarboxaldehyde
  • 1-formylpiperidine
Molecular formula C 6 H 11 NO
Brief description

colorless liquid

External identifiers / databases
CAS number 2591-86-8
EC number 219-986-0
ECHA InfoCard 100.018.170
PubChem 17429
DrugBank DB04113
Wikidata Q6951369
properties
Molar mass 113.16 g mol −1
Physical state

liquid

density

1.02 g cm −3

Melting point

−31 ° C

boiling point

222 ° C

Vapor pressure

0.1 mbar (20 ° C)

solubility

soluble in water

Refractive index

1.484 (20 ° C)

safety instructions
GHS labeling of hazardous substances
06 - Toxic or very toxic

danger

H and P phrases H: 302-311-319
P: 280-301 + 312 + 330-302 + 352 + 312-305 + 351 + 338
Toxicological data
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Piperidine- N -carbaldehyde is a chemical compound from the group of substituted aldehydes and nitrogen heterocycles .

Extraction and presentation

Piperidine- N -carbaldehyde can be obtained by reacting piperidine with carbon monoxide in benzene at 200 bar in the presence of catalysts.

properties

Piperidine- N -carbaldehyde is a slightly volatile, colorless liquid that is soluble in water.

use

Piperidine- N -carbaldehyde is used as a reactant for the direct amidation of azoles with formamides , Vilsmeier reactions of pyrazoles with amides in the presence of phosphorus oxychloride and the synthesis of alternating copolymers for organic photovoltaic applications.

safety instructions

The vapors of piperidine- N -carbaldehyde can form an explosive mixture with air when heated above its flash point ( flash point 92 ° C).

Individual evidence

  1. ↑ a b c d e f g h i j k l m Entry on piperidine-N-carbaldehyde in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .
  2. ↑ a b Data sheet 1-Formylpiperidine, 99% from Sigma-Aldrich , accessed on August 26, 2015 ( PDF ).
  3. ↑ Bernhard Fell: Syntheses with carbon monoxide Preparation of formamide derivatives and heterocycles by reacting organic nitrogen bases with carbon monoxide under pressure . Springer-Verlag, 2013, ISBN 978-3-663-07325-3 , p. 16 ( limited preview in Google Book search).