196436

(1R)-(−)-Fenchon

≥98%

• Synonym(e): (−)-1,3,3-Trimethyl-2-norbornanon, (−)-Fenchon, (1R)-1,3,3-Trimethyl-bicyclo[2.2.1]heptan-2-on
• Empirische Formel (Hill-System): C₁₀H₁₆O
• CAS-Nummer: 7787-20-4
• Molekulargewicht: 152.23
• Beilstein: 2042710
• EG-Nummer: 232-107-5
• MDL-Nummer: MFCD00151104
• UNSPSC-Code: 12352200
• PubChem Substanz-ID: 24851759
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 100
• Assay: ≥98%
• Form: liquid
• Optische Aktivität: [α]24/D −50.5°, neat
• Brechungsindex: n20/D 1.461 (lit.)
• bp: 192-194 °C (lit.)
• mp (Schmelzpunkt): 5-6 °C (lit.)
• Dichte: 0.948 g/mL at 25 °C (lit.)
• Funktionelle Gruppe: ketone
• SMILES String: CC1(C)C2CCC(C)(C2)C1=O
• InChI: 1S/C10H16O/c1-9(2)7-4-5-10(3,6-7)8(9)11/h7H,4-6H2,1-3H3/t7-,10+/m0/s1
• InChIKey: LHXDLQBQYFFVNW-OIBJUYFYSA-N

Beschreibung

Allgemeine Beschreibung

(1R)-(-)-Fenchone is a bridged bicyclic ketone[1] found in fennel oil and thuja oil.[2]

Anwendung

(1R)-(-)-Fenchone undergoes condensation with pyridinylalkylamines to form chiral iminopyridine ligands, which find applications in enantioselective copper-catalyzed Henry (nitro aldol) reaction.[3] It may also be used in the preparation of enantiopure C(7)-anti-substituted fenchones as new chiral sources.[4]

Sicherheitshinweise

• Piktogramme: GHS09
• H-Sätze: H411
• P-Sätze: P273 - P391 - P501
• Gefahreneinstufungen: Aquatic Chronic 2
• Lagerklassenschlüssel: 10 - Combustible liquids
• WGK: WGK 2
• Flammpunkt (°F): 151.7 °F - closed cup
• Flammpunkt (°C): 66.5 °C - closed cup
• Persönliche Schutzausrüstung: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter