5,5-dimethyl-2-(3-methylbutanoyl)cyclohexane-1,3-dione

• ChemBase ID: 157878
• Molecular Formular: C13H20O3
• Molecular Mass: 224.2961
• Monoisotopic Mass: 224.1412445
• SMILES: CC(C)CC(=O)C1C(=O)CC(CC1=O)(C)C
• Canonical SMILES: CC(CC(=O)C1C(=O)CC(CC1=O)(C)C)C
• InChI: InChI=1S/C13H20O3/c1-8(2)5-9(14)12-10(15)6-13(3,4)7-11(12)16/h8,12H,5-7H2,1-4H3
• InChIKey: HNPWTDUZIXAJSA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,5-dimethyl-2-(3-methylbutanoyl)cyclohexane-1,3-dione
• IUPAC Traditional name: 5,5-dimethyl-2-(3-methylbutanoyl)cyclohexane-1,3-dione
• Synonyms: Ddiv; 2-Isovaleryldimedone; 5,5-Dimethyl-2-(3-methylbutyryl)-1,3-cyclohexanedione; 2-(3-Methylbutyryl)-5,5-dimethyl-1,3-cyclohexandione; 2-异戊酰基双甲酮; 5,5-二甲基-2-(3-甲基丁酰基)-1,3-环己二酮; 2-(3-甲基丁酰基)-5,5-二甲基-1,3-环己二酮

Database IDs

• CAS Number: 172611-72-2
• MDL Number: MFCD01862890
• Beilstein Number: 3275155
• PubChem SID: 162252014; 24846373
• PubChem CID: 22728397

CALCULATED PROPERTIES

• Acid pKa: 2.1791549
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.8303255
• LogD (pH = 7.4): 0.80554163
• Log P: 2.904405
• Molar Refractivity: 61.5836 cm^3
• Polarizability: 24.17151 Å^3
• Polar Surface Area: 51.21 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Density: 1.027 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.498

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥99.0% (GC)
• Empirical Formula (Hill Notation): C13H20O3

DETAILS

Sigma Aldrich - 09655

Other Notes
Amine protecting group which is orthogonal to Fmoc, Boc and tert-butyl protections; selective cleavage with 2% hydrazine in DMF.1