276286

(1R)-(−)-Campherchinon

99%

• Synonym(e): (1R)-(−)-2,3-Bornandion, 2,3-Bornandion
• Empirische Formel (Hill-System): C₁₀H₁₄O₂
• CAS-Nummer: 10334-26-6
• Molekulargewicht: 166.22
• Beilstein: 2327696
• MDL-Nummer: MFCD00082863
• UNSPSC-Code: 12352115
• PubChem Substanz-ID: 24856697
• NACRES: NA.22

Eigenschaften

• Assay: 99%
• Optische Aktivität: [α]20/D −101°, c = 2 in toluene
• mp (Schmelzpunkt): 200-203 °C (lit.)
• SMILES String: CC1(C)[C@@H]2CC[C@@]1(C)C(=O)C2=O
• InChI: 1S/C10H14O2/c1-9(2)6-4-5-10(9,3)8(12)7(6)11/h6H,4-5H2,1-3H3/t6-,10+/m1/s1
• InChIKey: VNQXSTWCDUXYEZ-LDWIPMOCSA-N

Beschreibung

Anwendung

(1R)-(−)-Camphorquinone can be used as a chiral starting material for the preparation of:

• α-Hydroxycamphors by selective reduction of keto groups using various vegetables.
• Camphor-1,2-diamine platinum(II) complexes for DNA interaction studies.
• Camphoric anhydride by unsensitized photo-oxidation in the presence of oxygen and polar solvents.
• Camphorquinone-based chiral homoallylic amine, which is reacted with aldehydes to produce homoallylic primary amines via imine formation followed by 2-azonia-Cope rearrangement.

Sicherheitshinweise

• Piktogramme: GHS08,GHS07
• Signalwort: Danger
• H-Sätze: H302,H334
• P-Sätze: P261 - P264 - P270 - P284 - P301 + P312 - P501
• Gefahreneinstufungen: Acute Tox. 4 Oral - Resp. Sens. 1
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: dust mask type N95 (US), Eyeshields, Faceshields, Gloves