343447

5-Isopropyl-1,3-cyclohexanedione

99% (GC)

• Linear Formula: (CH₃)₂CHC₆H₇(=O)₂
• CAS Number: 18456-87-6
• Molecular Weight: 154.21
• MDL number: MFCD00150873
• UNSPSC Code: 12352100
• PubChem Substance ID: 24861163
• NACRES: NA.22

Properties

• Assay: 99% (GC)
• form: solid
• mp: 63-65 °C (lit.)
• functional group: ketone
• shipped in: dry ice
• SMILES string: [H]O[H].CC(C)C1CC(=O)CC(=O)C1
• InChI: 1S/C9H14O2.H2O/c1-6(2)7-3-8(10)5-9(11)4-7;/h6-7H,3-5H2,1-2H3;1H2
• InChI key: JYJVWRORYGGPHA-UHFFFAOYSA-N

Description

General description

5-Isopropyl-1,3-cyclohexanedione is a cyclic 1,3-diketone. It can be prepared by condensation of isobutylideneacetone with ethyl malonate. 5-Isopropyl-1,3-cyclohexanedione on methylation with methyl iodide yields 5-isopropyl-2-methyl-1,3-cyclohexanedione. A multistep-synthesis of 5-isopropyl-1,3-cyclohexanedione involving aldol condensation, Dieckmann-type annulation, ester hydrolysis and decarboxylation is reported.

Application

5-Isopropyl-1,3-cyclohexanedione may be used as starting reagent for the synthesis of carvotanacetone analogs. It may be used in the preparation of monocyclic terepenes. It may be used in the synthesis of 2H-pyrans, via reaction with α,β-unsaturated aldehydes.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves