343447

5-Isopropyl-1,3-cyclohexanedione

99% (GC)

• Formule linéaire : (CH₃)₂CHC₆H₇(=O)₂
• Numéro CAS: 18456-87-6
• Poids moléculaire : 154.21
• Numéro MDL: MFCD00150873
• Code UNSPSC : 12352100
• ID de substance PubChem : 24861163
• Nomenclature NACRES : NA.22

Propriétés

• Pureté: 99% (GC)
• Forme: solid
• Pf: 63-65 °C (lit.)
• Conditions d'expédition: dry ice
• Chaîne SMILES: [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
• Clé InChI: JYJVWRORYGGPHA-UHFFFAOYSA-N

Description

Description générale

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.

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)