37275

(+)-Dihydrocarvone

mixture of isomers

• Synonyme(s) : (2R,5R)-5-Isopropenyl-2-methylcyclohexanone
• Formule empirique (notation de Hill): C₁₀H₁₆O
• Numéro CAS: 5524-05-0
• Poids moléculaire : 152.23
• Beilstein: 2044615
• Numéro CE : 226-872-4
• Numéro MDL: MFCD00001636
• Code UNSPSC : 12352115
• ID de substance PubChem : 57649710
• Nomenclature NACRES : NA.22

Propriétés

• Niveau de qualité: 100
• Forme: liquid
• Activité optique: [α]20/D +20±2°, neat
• Composition: n-(+)-dihydrocarvone, ~77% ; iso-(+)-dihydrocarvone, ~20%
• Indice de réfraction: n20/D 1.471
• Densité: 0.928 g/mL at 20 °C (lit.)
• Groupe fonctionnel: ketone
• Chaîne SMILES: CC1CCC(CC1=O)C(C)=C
• InChI: 1S/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h8-9H,1,4-6H2,2-3H3
• Clé InChI: AZOCECCLWFDTAP-UHFFFAOYSA-N

Description

Description générale

(+)-Dihydrocarvone, a monoterpenoid compound found in caraway oil, is a key building block to synthesize sesquiterpenes. It is generally produced either by the hydrogenation of carvone or oxidation of limonene.

Application

(+)-Dihydrocarvone may be used in the following processes:

• Synthesis of dispiro 1,2,4,5-tetraoxanes, which show potent anti-malarial activity.
• Synthesis of an epoxylactone by oxidation, which can undergo copolymerization with ε-caprolactone to form cross-linked copolymers with shape memory properties.
• Synthesis of α-Cyperone, a eudesmane type sesquiterpenoid compound with potent insecticidal activity.

Informations sur la sécurité

• Code de la classe de stockage: 10 - Combustible liquids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): 215.6 °F - closed cup
• Point d'éclair (°C): 102 °C - closed cup
• Équipement de protection individuelle: Eyeshields, Gloves