256269

(S,S)-(−)-Hydrobenzoin

99%, optical purity ee: 99% (GLC)

• Synonym(e): (S,S)-(−)-1,2-Diphenyl-1,2-ethanediol, (S,S)-1,2-Diphenylethylen-glykol
• Lineare Formel: C₆H₅CH(OH)CH(OH)C₆H₅
• CAS-Nummer: 2325-10-2
• Molekulargewicht: 214.26
• Beilstein: 2330888
• MDL-Nummer: MFCD00064255
• UNSPSC-Code: 12352002
• PubChem Substanz-ID: 24855513
• NACRES: NA.22

Eigenschaften

• Assay: 99%
• Optische Aktivität: [α]24/D −94°, c = 2.5 in ethanol
• Optische Reinheit: ee: 99% (GLC)
• mp (Schmelzpunkt): 148-150 °C (lit.)
• Funktionelle Gruppe: hydroxyl; phenyl
• SMILES String: O[C@H]([C@@H](O)c1ccccc1)c2ccccc2
• InChI: 1S/C14H14O2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10,13-16H/t13-,14-/m0/s1
• InChIKey: IHPDTPWNFBQHEB-KBPBESRZSA-N

Beschreibung

Allgemeine Beschreibung

Chiral reagent.

Anwendung

C₂ symmetric chiral diol with versatile applications as a chiral auxiliary, building block, and chiral ligand.

(S,S)-(-)-Hydrobenzoin may also be used to prepare (1S,2S,1′S)- and (1S,2S,1′R)-2-(cyclohex-2′-enyloxy)-1,2-diphenylethanol, which are intermediates to prepare enantiopure cyclohexitols. The (S,S)-(-)-hydrobenzoin/Ca complex may be used to catalyze the direct asymmetric aldol reaction of acetophenone and pivalaldehyde to form (R)-3-hydroxy-4,4-dimethyl-1-phenylpentan-1-one.

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)