N-Formylpiperidine Chemical Properties

Melting point:

-31 °C

Boiling point:

222 °C(lit.)

Density 

1.019 g/mL at 25 °C(lit.)

vapor pressure 

0.1 mm Hg ( 25 °C)

refractive index 

n20/D 1.484(lit.)

Flash point:

197 °F

storage temp. 

Store below +30°C.

form 

Liquid

pka

-0.44±0.20(Predicted)

Specific Gravity

1.02

color 

Clear colorless to slightly yellow

Water Solubility 

freely soluble

BRN 

107697

Dielectric constant

26.149999999999999

CAS DataBase Reference

2591-86-8(CAS DataBase Reference)

NIST Chemistry Reference

1-Piperidinecarboxaldehyde(2591-86-8)

EPA Substance Registry System

N-Formylpiperidine (2591-86-8)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

21/22-36/37/38

Safety Statements 

26-36/37-36

RIDADR 

UN 2810 6.1/PG 3

WGK Germany 

3

RTECS 

TN0380000

TSCA 

Yes

HazardClass 

6.1(b)

PackingGroup 

III

HS Code 

29333999

MSDS

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N-Formylpiperidine Usage And Synthesis

Description

This simple piperidine base has recently been discovered in the oxygenated fraction from Piper nigrum. The structure has been elucidated from chemical and spectroscopic data.

Chemical Properties

CLEAR COLOURLESS TO SLIGHTLY YELLOW LIQUID

Uses

Solvent for polar and nonpolar compounds, as well as many high polymers; gas absorption; plastics modifiers.

Uses

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

Definition

ChEBI: 1-Piperidinecarboxaldehyde is a member of piperidines.

Synthesis Reference(s)

Chemical and Pharmaceutical Bulletin, 42, p. 1655, 1994 DOI: 10.1248/cpb.42.1655
Synthetic Communications, 20, p. 447, 1990 DOI: 10.1080/00397919008052787

References

Debrauwere, Verzale, Bull. Soc. Chim. Belg., 84, 167 (1975)

N-Formylpiperidine(2591-86-8)Related Product Information

• Triacetonediamine
• Haloperidol
• Formaldehyde
• N-Formylmorpholine
• DROPERIDOL
• TETRAHYDRO-2-(2-PROPYNYLOXY)-2H-PYRAN
• 4-Benzyloxycarbonylaminopiperidine Hydrochloride
• Hexahydroisonicotinamide
• DL-Pipecolinic acid
• Piperazine-2-carboxylic acid dihydrochloride
• 3-CBZ-AMINOPIPERIDINE HCL
• tert-Butyl 1-piperazinecarboxylate
• PIPERIDIN-3-ONE HYDROCHLORIDE
• Piperidine
• Diphenoxylate
• N-Carbethoxy-4-piperidone
• ETHYL 1-PIPERIDINEGLYOXYLATE
• 2-METHOXY-1-FORMYLPIPERIDINE,N-Methoxy-1-formylpiperidine