2,4-Piperidinedione

HCID 10887863

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Grundinformationen

CAS: 50607-30-2
Standard-SMILES: O=C1CCNC(=O)C1
InChIKey: RDNZDMDLRIQQAX-UHFFFAOYSA-N
Summenformel: C5H7NO2
Durchschnittliche Molmasse: 113,11 g/mol
Monoisotopische Masse: 113,04767846

Namen und Bezeichner

Bevorzugter Name: 2,4-Piperidinedione
IUPAC: piperidine-2,4-dione
Englischer Name: 2,4-Piperadinedione
Summenformel: C5H7NO2
Molmasse: 113.11

Namen und Synonyme

2,4-Piperidinedione50607-30-2DTXSID30447085RefChem:246898DTXCID40397906803-771-9Piperidine-2,4-dione2,4-PiperadinedioneMFCD087048142,4-DIOXOPIPERIDINE2, 4-dioxopiperidine2,4-DIKETOPIPERIDINE

Weitere Namen anzeigen

2,4-PiperadinedioneE2,4-Piperidinedione>Piperidine-2,4-dione 97%2,4-Piperidinedione, 98%

2,4-Piperidinedione, 97%AKOS005255444CS-W008824PB20308AS-18878EN300-93163PIPERIDIN-2,4-DIONEBCP22344

Datenbank-Bezeichner

CAS: 50607-30-2
PubChem CID: 10887863
DTXSID: DTXSID30447085
EC Number: 803-771-9
Nikkaji: J2.575.160D

Eigenschaften

Berechnete Struktureigenschaften

XLogP: -0,8
Polarare Oberfläche (TPSA): 46,2 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 2
Frei drehbare Bindungen: 0
Schwere Atome: 8
Formalladung: 0
Komplexität: 130

Physikochemische Eigenschaften

Schmelzpunkt: 98 to · 98.0 to 102.0 °C
Siedepunkt: 362.1 · 362.1±35.0 °C(Predicted)
Dichte: 1.184 · 1.184±0.06 g/cm3(Predicted)
storage temp.: 2 · under inert gas (nitrogen or Argon) at 2-8°C
Aggregatzustand: powder to crystal
pka: 12 · 12.00±0.70(Predicted)
Farbe: White to Orange to Green
InChI: InChI=1S/C5H7NO2/c7-4-1-2-6-5(8)3-4/h1-3H2,(H,6,8)
InChIKey: RDNZDMDLRIQQAX-UHFFFAOYSA-N
SMILES: N1CCC(=O)CC1=O

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H302 (98.6%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P272, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 71 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesAcute Tox. 4 (98.6%)

Sicherheitsdaten

wgk: 3
ridadr: UN 3335
hs_code: 2933790090
risk_code: 22-36/37/38-43
hazard_code: Xn
safety_code: 26-36/37
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2Skin Sens. 1STOT SE 3

Chemie und Industrie

Anwendungen

Beschreibung2,4-Piperidinedione is an important piperidine ring-containing intermediate, and its 2,4-piperidinedione, as a characteristic fragment, is widely used as an intermediate in the synthesis of ibrutinib and paliperidone drugs.

Darstellung · 1 Eintrag

synthetischeThe synthesis of 2,4-Piperidinedione involved dissolving 400 mg (2.34 mmol, 1.00 eq.) of Methyl 2,4-dioxo-piperidine-3-carboxylate in a mixture of acetonitrile (20 mL) and water (0.2 mL). The solution was then heated to approximately 86° C. and maintained at this temperature for around 4 hours. After completion of the reaction, the solvent was removed under vacuum, leaving behind a residue of 2,4-Piperidinedione. This residue was further purified using silica gel column chromatography with a mobile phase consisting of dichloromethane and methanol in a ratio of 100:1. The target product, 2,4-Piperidinedione, was obtained as a white solid, with a yield of 27%, corresponding to 70 mg.