2-methylcyclohexane-1,3-dione

• ChemBase ID: 88742
• Molecular Formular: C7H10O2
• Molecular Mass: 126.1531
• Monoisotopic Mass: 126.06807956
• SMILES: O=C1CCCC(=O)C1C
• Canonical SMILES: O=C1CCCC(=O)C1C
• InChI: InChI=1S/C7H10O2/c1-5-6(8)3-2-4-7(5)9/h5H,2-4H2,1H3
• InChIKey: VSGJHHIAMHUZKF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methylcyclohexane-1,3-dione
• IUPAC Traditional name: 2-methylcyclohexane-1,3-dione
• Synonyms: 2-Methylcyclohexane-1,3-dione; 2-Methyl-1,3-cyclohexanedione; 2-Methylcyclohexane-1,3-dione; 2-甲基环己烷-1,3-二酮; 2-甲基-1,3-环己二酮

Database IDs

• CAS Number: 1193-55-1
• EC Number: 214-773-9
• MDL Number: MFCD00001587
• Beilstein Number: 1281598
• PubChem SID: 162075653; 24896876
• PubChem CID: 70945

CALCULATED PROPERTIES

• Acid pKa: 9.764426
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.3638737
• LogD (pH = 7.4): 1.3620396
• Log P: 1.3638972
• Molar Refractivity: 33.5151 cm^3
• Polarizability: 13.055906 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 204-208°C; 206-208 °C(lit.); 206-208°C

Safety Information

• Storage Warning: Hygroscopic; Irritant
• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... ACHE(43), BCHE(590), CES1(1066)

Product Information

• Purity: 97%; 98%; 98+%
• Linear Formula: CH3C6H7(=O)2

DETAILS

MP Biomedicals - 05216934

MP Biomedicals Rare Chemical collection

Sigma Aldrich - M37935

Packaging
25, 100 g in poly bottle
Application
An important starting material, exemplified in a formal synthesis of acorone.1

REFERENCES

• Useful building block for ring B of the steroid nucleus: J. Am. Chem. Soc., 79, 5542 (1957); J. Chem. Soc., 3441 (1957); Helv. Chim. Acta, 36, 482 (1953). For C-methylation using MeI and Benzyltrimethylammonium hydroxide, A14927, see: Org. Synth. Coll., 8, 312 (1993).