2-acetyl-5,5-dimethylcyclohexane-1,3-dione

• ChemBase ID: 119042
• Molecular Formular: C10H14O3
• Molecular Mass: 182.21636
• Monoisotopic Mass: 182.09429431
• SMILES: C1(C(=O)CC(CC1=O)(C)C)C(=O)C
• Canonical SMILES: O=C1CC(C)(C)CC(=O)C1C(=O)C
• InChI: InChI=1S/C10H14O3/c1-6(11)9-7(12)4-10(2,3)5-8(9)13/h9H,4-5H2,1-3H3
• InChIKey: ITSKWKZDPHAQNK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-acetyl-5,5-dimethylcyclohexane-1,3-dione
• IUPAC Traditional name: 2-acetyl-5,5-dimethylcyclohexane-1,3-dione
• Synonyms: 2-acetyl-5,5-dimethylcyclohexane-1,3-dione; Dde; 2-Acetyldimedone; 2-Acetyl-5,5-dimethyl-1,3-cyclohexanedione; 2-乙酰-5,5-二甲基-1,3-环己胺二酮; 2-乙酰基-5,5-二甲基-1,3-环己二酮

Database IDs

• CAS Number: 1755-15-3
• MDL Number: MFCD00467663
• Beilstein Number: 2089698
• PubChem SID: 24845133; 162107774
• PubChem CID: 519448

CALCULATED PROPERTIES

• Acid pKa: 2.6365607
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -0.5585417
• LogD (pH = 7.4): -0.6259751
• Log P: 1.4722816
• Molar Refractivity: 47.8071 cm^3
• Polarizability: 18.667795 Å^3
• Polar Surface Area: 51.21 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 36-40 °C

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: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (HPLC)
• Empirical Formula (Hill Notation): C10H14O3

DETAILS

Sigma Aldrich - 01070

Other Notes
Protecting group reagent for primary amines; cleavage occurs orthogonally to other amine protections1,2