(5S)-5-methyl-2-(propan-2-ylidene)cyclohexan-1-one

• ChemBase ID: 151925
• Molecular Formular: C10H16O
• Molecular Mass: 152.23344
• Monoisotopic Mass: 152.12011513
• SMILES: C[C@H]1CCC(=C(C)C)C(=O)C1
• Canonical SMILES: C[C@H]1CCC(=C(C)C)C(=O)C1
• InChI: InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h8H,4-6H2,1-3H3/t8-/m0/s1
• InChIKey: NZGWDASTMWDZIW-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5S)-5-methyl-2-(propan-2-ylidene)cyclohexan-1-one
• IUPAC Traditional name: (5S)-5-methyl-2-(propan-2-ylidene)cyclohexan-1-one
• Synonyms: (-)-Pulegone; (-)-Pulegone; (S)-p-Menth-4(8)-en-3-one; (S)-2-Isopropylidene-5-methylcyclohexanone; (S)-(-)-Pulegone; (-)-蒲勒酮; (-)-蒲勒酮; (S)-(-)-长叶薄荷酮; (S)-2-异亚丙基-5-甲基环己酮; (S)-(-)-蒲勒酮

Database IDs

• CAS Number: 3391-90-0
• MDL Number: MFCD00142347
• Beilstein Number: 2040703
• PubChem SID: 24887990; 162246071; 24859753
• PubChem CID: 638012

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.8565173
• LogD (pH = 7.4): 2.8565173
• Log P: 2.8565173
• Molar Refractivity: 47.1294 cm^3
• Polarizability: 18.259748 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 223-224 °C; 223-224 °C(lit.)
• Flash Point: 185 °F; 85 °C
• Density: 0.936 g/mL at 20 °C(lit.); 0.937 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.487; n20/D 1.488(lit.)
• Optical Rotation: [α]20/D -22±0.5°; [α]20/D -22°, neat

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (sum of enantiomers, GC); 98%
• Grade: purum
• Optical Purity: enantiomeric ratio: ≥98.5:1.5 (GC)
• Empirical Formula (Hill Notation): C10H16O

DETAILS

Sigma Aldrich - 328847

Packaging
1 mL in glass bottle