piperidine-2,6-dione

• ChemBase ID: 127583
• Molecular Formular: C5H7NO2
• Molecular Mass: 113.11458
• Monoisotopic Mass: 113.04767847
• SMILES: O=C1NC(=O)CCC1
• Canonical SMILES: O=C1CCCC(=O)N1
• InChI: InChI=1S/C5H7NO2/c7-4-2-1-3-5(8)6-4/h1-3H2,(H,6,7,8)
• InChIKey: KNCYXPMJDCCGSJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: piperidine-2,6-dione
• IUPAC Traditional name: glutarimide
• Synonyms: 2,6-Piperidinedione; NSC 58190; Glutarimide; 2,6-diketopiperidine; Glutarimide; Piperidine-2,6-dione; 戊二酰亚胺

Database IDs

• CAS Number: 1121-89-7
• EC Number: 214-340-4
• MDL Number: MFCD00006670
• Beilstein Number: 110052
• PubChem SID: 24850719; 162221902
• PubChem CID: 70726
• Chemspider ID: 63891
• Wikipedia Title: Glutarimide

CALCULATED PROPERTIES

• Acid pKa: 11.805804
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.5489031
• LogD (pH = 7.4): -0.54891974
• Log P: -0.54890287
• Molar Refractivity: 26.8824 cm^3
• Polarizability: 10.563849 Å^3
• Polar Surface Area: 46.17 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 153-157°C; 155-157 °C(lit.)

Safety Information

• RTECS: MA4000000
• German water hazard class: 3
• TSCA Listed: 否

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C5H7NO2

DETAILS

Sigma Aldrich - 178098

Packaging
25 g in poly bottle
5 g in glass bottle
Application
Reactant for: Thionations1 Biocatalytic asymmetric synthesis of chiral amines from ketones applied to sitagliptin manufacture2 Synthesis of β-adrenoceptor ligands3 Enantioselective synthesis of securinega alkaloids4 Intramolecular amidocyclopropanation reactions5 Synthesis of alpha-fluoro-alpha amino amides6