2-Piperazinone

Bezeichnung:2-Piperazinone

CAS-Nr5625-67-2

Englisch Name:2-Piperazinone

CBNumberCB3487176

SummenformelC4H8N2O

Molgewicht100.12

MOL-Datei5625-67-2.mol

2-Piperazinone physikalisch-chemischer Eigenschaften

Schmelzpunkt	136-140 °C (lit.)
Siedepunkt	164°C/5mmHg(lit.)
Dichte	1.053±0.06 g/cm3(Predicted)
storage temp.	Keep in dark place,Inert atmosphere,Room temperature
Löslichkeit	Chloroform
Aggregatzustand	Crystalline Powder
pka	15.47±0.20(Predicted)
Farbe	White to tan
Sensitive	Hygroscopic
Stabilität	Stable, but may be light and moisture sensitive. Incompatible with oxidizing agents.
InChI	InChI=1S/C4H8N2O/c7-4-3-5-1-2-6-4/h5H,1-3H2,(H,6,7)
InChIKey	IWELDVXSEVIIGI-UHFFFAOYSA-N
SMILES	N1CCNCC1=O
CAS Datenbank	5625-67-2(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38-43
S-Sätze:	26-36/37
RIDADR	1759
WGK Germany	3
HazardClass	8
PackingGroup	III
HS Code	29349990
Speicherklasse	11 - Combustible Solids
Hazard Classifications	Eye Irrit. 2 Skin Irrit. 2 Skin Sens. 1 STOT SE 3

Gefahreninformationscode (GHS)

2-Piperazinone Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R43:Sensibilisierung durch Hautkontakt möglich.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
Chemische Eigenschaften
solid
Verwenden
2-Piperazinone (cas# 5625-67-2) is a compound useful in organic synthesis.
Definition
ChEBI: Piperazine-2-one is a carboximidic acid.
Synthese

105-39-5

107-15-3

5625-67-2

The general procedure for the synthesis of 2-piperazinone from ethyl chloroacetate and ethylenediamine was as follows: ethyl chloroacetate (4.9 g, 40 mmol) was dissolved in 40 mL of anhydrous ethanol and slowly added dropwise to 100 mL of ethylenediamine (24 g, 400 mmol) over 3.5 hours at room temperature. After the dropwise addition, the reaction mixture was allowed to stand for 2 hours. Subsequently, sodium ethoxide (15 mL, 40 mmol, 21% w/w denatured ethanol solution) was added, the precipitated sodium chloride was removed by filtration and the solvent was evaporated. To the resulting red oil 40 mL of DMF was added and stirred at room temperature for 24 h. The mixture was then heated at 60°C to 70°C while N2 gas was passed through to remove volatiles. The resulting yellow solid was separated by silica gel column chromatography, eluting using a solvent mixture (CHCl3:MeOH:NH4OH = 9:1:0.1) to give the crude product (3.3 g, 33 mmol, 82% yield). This yellow solid was used directly in the next step of the reaction without further purification. Pure white crystals were obtained by three times recrystallization from acetone.1H NMR (CDCl3): δ 1.70 (1H, br s), 3.03 (2H, t, J = 5.4 Hz), 3.37 (2H, td, J = 2.3, 5.4 Hz), 3.52 (2H, s), 6.54 (1H, br s).13C NMR (CDCl3): δ 42.31, 43.05, 49.83, 170.00. melting point: 132°C-134°C (uncorrected) [literature value: 136°C (corrected)] (American Chemical Society Journal, 62 (1940) 1202-1204).
Einzelnachweise
[1] Patent: US2005/222166, 2005, A1. Location in patent: Page/Page column 13
[2] Tetrahedron Letters, 1994, vol. 35, # 51, p. 9545 - 9548
[3] Patent: WO2006/51851, 2006, A1. Location in patent: Page/Page column 80
[4] Journal of the American Chemical Society, 1940, vol. 62, p. 1202

2-Piperazinone Upstream-Materialien And Downstream Produkte

2-Piperazinone Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

5625-67-2, 2-Piperazinone Verwandte Suche:

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