(3S)-3-(propan-2-yl)piperazine-2,5-dione

• ChemBase ID: 152635
• Molecular Formular: C7H12N2O2
• Molecular Mass: 156.18238
• Monoisotopic Mass: 156.08987763
• SMILES: CC(C)[C@H]1C(=O)NCC(=O)N1
• Canonical SMILES: O=C1CNC(=O)[C@@H](N1)C(C)C
• InChI: InChI=1S/C7H12N2O2/c1-4(2)6-7(11)8-3-5(10)9-6/h4,6H,3H2,1-2H3,(H,8,11)(H,9,10)/t6-/m0/s1
• InChIKey: IULFBTHVPRNQCG-LURJTMIESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-3-(propan-2-yl)piperazine-2,5-dione
• IUPAC Traditional name: (3S)-3-isopropylpiperazine-2,5-dione
• Synonyms: (S)-3-Isopropyl-2,5-piperazinedione; (S)-3-Isopropyl-2,5-piperizinedione; (S)-3-异丙基-2,5-哌嗪二酮

Database IDs

• CAS Number: 16944-60-8
• MDL Number: MFCD00057333
• Beilstein Number: 82869
• PubChem SID: 162246779
• PubChem CID: 736942

CALCULATED PROPERTIES

• Acid pKa: 11.141649
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.75430787
• LogD (pH = 7.4): -0.75437677
• Log P: -0.75430703
• Molar Refractivity: 39.0965 cm^3
• Polarizability: 15.37034 Å^3
• Polar Surface Area: 58.2 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 256-262 °C
• Optical Rotation: [α]20/D +29±2°, c = 1% in H2O

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (sum of enantiomers, HPLC); 95+%; 98%
• Empirical Formula (Hill Notation): C7H12N2O2

DETAILS

Sigma Aldrich - 59732

Other Notes
Chiral building block used for the preparation of D-amino acids by the "bis-lactim ether method"1,2,3
Packaging
1 g in glass bottle