237817

(R)-(−)-α-Hydroxy-β,β-dimethyl-γ-butyrolacton

99%

• Synonym(e): (+)-Pantolacton, (R)-(−)-β,β-Dimethyl-α-hydroxy-γ-butyrolacton, (R)-(−)-Pantolacton, D-(−)-Pantolacton
• Empirische Formel (Hill-System): C₆H₁₀O₃
• CAS-Nummer: 599-04-2
• Molekulargewicht: 130.14
• Beilstein: 80957
• EG-Nummer: 209-963-3
• MDL-Nummer: MFCD00005392
• UNSPSC-Code: 12352005
• PubChem Substanz-ID: 24854272
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 200
• Assay: 99%
• Form: solid
• Optische Aktivität: [α]25/D −49.8°, c = 2 in H₂O
• bp: 120-122 °C/15 mmHg (lit.)
• mp (Schmelzpunkt): 91 °C (lit.)
• Funktionelle Gruppe: ester; hydroxyl
• SMILES String: CC1(C)COC(=O)[C@@H]1O
• InChI: 1S/C6H10O3/c1-6(2)3-9-5(8)4(6)7/h4,7H,3H2,1-2H3/t4-/m0/s1
• InChIKey: SERHXTVXHNVDKA-BYPYZUCNSA-N

Beschreibung

Anwendung

D-(-)-Pantolactone is a chiral auxiliary used in many asymmetric synthesis reactions.
It can be used as a chiral starting material to synthesize:

• An insect sex pheromone named 1S,2S,3R-1-acetoxymethyl-2,3,4,4-tetrameth-ylcyclopentane.
• (-)-Enantiomer of (R)-8-hydroxy-4,7,7-trimethyl-7,8-dihydrocyclopenta[e]isoindole-1,3(2H,6H)-dione, a norsesquiterpene alkaloid.
• A bicyclic diterpene named isofregenedadiol.

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H319
• P-Sätze: P264 - P280 - P305 + P351 + P338 - P337 + P313
• Gefahreneinstufungen: Eye Irrit. 2
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 1
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)