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.[1] A multistep-synthesis of 5-isopropyl-1,3-cyclohexanedione involving aldol condensation, Dieckmann-type annulation, ester hydrolysis and decarboxylation is reported.[2]

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.[1] It may be used in the synthesis of 2H-pyrans, via reaction with α,β-unsaturated aldehydes.[3]

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)