cyclopentane-1,3-dione

• ChemBase ID: 82243
• Molecular Formular: C5H6O2
• Molecular Mass: 98.09994
• Monoisotopic Mass: 98.03677943
• SMILES: O=C1CC(=O)CC1
• Canonical SMILES: O=C1CCC(=O)C1
• InChI: InChI=1S/C5H6O2/c6-4-1-2-5(7)3-4/h1-3H2
• InChIKey: LOGSONSNCYTHPS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: cyclopentane-1,3-dione
• IUPAC Traditional name: 1,3-cyclopentanedione
• Synonyms: 1,3-Dioxocyclopentane; Cyclopentane-1,3-dione; 1,3-Cyclopentanedione; 1.3-CYCLOPENTANEDIONE; 1,3-环戊二酮; 1,3-环戊烷二酮

Database IDs

• CAS Number: 3859-41-4
• EC Number: 223-372-8
• MDL Number: MFCD00001405
• Beilstein Number: 1362728
• PubChem SID: 24857908; 24850619; 162069362; 24857909
• PubChem CID: 77466

CALCULATED PROPERTIES

• Acid pKa: 8.188531
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.375454
• LogD (pH = 7.4): 0.31090942
• Log P: 0.37634224
• Molar Refractivity: 24.3396 cm^3
• Polarizability: 9.399302 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: white to brown
• Melting Point: 148-153°C; 149-151 °C(lit.); 149-152 °C; 151-153°C; 151-154 °C; 152 - 153°C
• Hydrophobicity(logP): -0.453

Safety Information

• Storage Warning: Irritant/Keep Cold
• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (HPLC); ≥99.0% (HPLC); 95%; 97%; 98%
• Grade: puriss.; purum
• Impurities: ≤0.5% water
• Linear Formula: C5H6(=O)2

DETAILS

MP Biomedicals - 05213802

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 177164

Application
Versatile reagent1 for synthesis of perhydroazulenes,2 PGB1 analogues,3 and Knoevenagel products.4
Packaging
1, 5 g in glass bottle

REFERENCES

• Reaction with 1,3,5-trioxane yields a fused 1,3-dioxin intermediate, useful as a ? -keto vinyl cation equivalent: Org. Synth., 75, 189 (1997):