343447

5-Isopropyl-1,3-cyclohexanedione

99% (GC)

• Fórmula lineal: (CH₃)₂CHC₆H₇(=O)₂
• Número de CAS: 18456-87-6
• Peso molecular: 154.21
• MDL number: MFCD00150873
• UNSPSC Code: 12352100
• PubChem Substance ID: 24861163
• NACRES: NA.22

Propiedades

• 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

Descripción

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.

Información de seguridad

• 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)