4-hydroxy-6-methyl-5,6-dihydro-2H-pyran-2-one

• ChemBase ID: 147677
• Molecular Formular: C6H8O3
• Molecular Mass: 128.12592
• Monoisotopic Mass: 128.04734412
• SMILES: CC1CC(=CC(=O)O1)O
• Canonical SMILES: CC1CC(=CC(=O)O1)O
• InChI: InChI=1S/C6H8O3/c1-4-2-5(7)3-6(8)9-4/h3-4,7H,2H2,1H3
• InChIKey: PXNRZJNTMDCHFR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-hydroxy-6-methyl-5,6-dihydro-2H-pyran-2-one
• IUPAC Traditional name: 4-hydroxy-6-methyl-5,6-dihydropyran-2-one
• Synonyms: (±)-Gerberin aglycone; 5,6-Dihydro-4-hydroxy-6-methyl-2H-pyran-2-one; 5,6-二氢-4-羟基-6-甲基-2H-吡喃-2-酮

Database IDs

• CAS Number: 33177-29-6
• MDL Number: MFCD00012356
• PubChem SID: 162241864; 24858747
• PubChem CID: 54680536

CALCULATED PROPERTIES

• Acid pKa: 7.4871507
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.3378543
• LogD (pH = 7.4): 0.082771294
• Log P: 0.34230345
• Molar Refractivity: 32.4239 cm^3
• Polarizability: 12.255315 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 126-128 °C(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Empirical Formula (Hill Notation): C6H8O3

DETAILS

Sigma Aldrich - 309680

Packaging
1 g in glass bottle
250 mg in glass bottle
Application
Reactant involved in:
• Synthesis of spiroheterocycles with fused heterosystems1
• Preparation of insecticidal heterolignans2
• Cyclization of aminoanilino lactones on diazotization3