4-methyl-6-(2-methylprop-1-en-1-yl)-2H-pyran-2-one

• ChemBase ID: 173930
• Molecular Formular: C10H12O2
• Molecular Mass: 164.20108
• Monoisotopic Mass: 164.08372962
• SMILES: c1c(oc(=O)cc1C)C=C(C)C
• Canonical SMILES: CC(=Cc1cc(C)cc(=O)o1)C
• InChI: InChI=1S/C10H12O2/c1-7(2)4-9-5-8(3)6-10(11)12-9/h4-6H,1-3H3
• InChIKey: BOYCIJXFRURCND-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methyl-6-(2-methylprop-1-en-1-yl)-2H-pyran-2-one
• IUPAC Traditional name: 4-methyl-6-(2-methylprop-1-en-1-yl)pyran-2-one
• Synonyms: 5-Hydroxy-3,7-dimethyl-2,4,6-octatrienoic Acid Lactone; 4-Methyl-6-(2-methylpropenyl)-2H-pyran-2-one; 4-Methyl-6-(2-methyl-1-propen-1-yl)-2H-pyran-2-one

Database IDs

• CAS Number: 4394-72-3
• PubChem SID: 164229840
• PubChem CID: 13480869

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.1958947
• LogD (pH = 7.4): 2.1958947
• Log P: 2.1958947
• Molar Refractivity: 50.5662 cm^3
• Polarizability: 18.459232 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Tetrahydrofuran
• Apperance: Yellowish Crystals

Safety Information

• Storage Warning: At 00C.

DETAILS

Toronto Research Chemicals - M320510

An intermediate in the synthesis of 13-cis-Acitretin.

REFERENCES

• Bestmann, H.J., et al.: Liebigs Ann. Chem., 10, 1740 (1984)