37275

(+)-Dihydrocarvon

mixture of isomers

• Synonym(e): (2R,5R)-5-Isopropenyl-2-methyl-cyclohexanon
• Empirische Formel (Hill-System): C₁₀H₁₆O
• CAS-Nummer: 5524-05-0
• Molekulargewicht: 152.23
• Beilstein: 2044615
• EG-Nummer: 226-872-4
• MDL-Nummer: MFCD00001636
• UNSPSC-Code: 12352115
• PubChem Substanz-ID: 57649710
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 100
• Form: liquid
• Optische Aktivität: [α]20/D +20±2°, neat
• Zusammensetzung: n-(+)-dihydrocarvone, ~77% ; iso-(+)-dihydrocarvone, ~20%
• Brechungsindex: n20/D 1.471
• Dichte: 0.928 g/mL at 20 °C (lit.)
• Funktionelle Gruppe: ketone
• SMILES String: 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
• InChIKey: AZOCECCLWFDTAP-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

(+)-Dihydrocarvone, a monoterpenoid compound[1] found in caraway oil,[2] is a key building block to synthesize sesquiterpenes.[3] It is generally produced either by the hydrogenation of carvone or oxidation of limonene.[2]

Anwendung

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

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

Sicherheitshinweise

• Lagerklassenschlüssel: 10 - Combustible liquids
• WGK: WGK 3
• Flammpunkt (°F): 215.6 °F - closed cup
• Flammpunkt (°C): 102 °C - closed cup
• Persönliche Schutzausrüstung: Eyeshields, Gloves