256277

(R,R)-(+)-Hydrobenzoin

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

• Synonym(s): (R,R)-1,2-Diphenyl-1,2-ethanediol, (R,R)-1,2-Diphenylethylene glycol
• Linear Formula: C₆H₅CH(OH)CH(OH)C₆H₅
• CAS Number: 52340-78-0
• Molecular Weight: 214.26
• UNSPSC Code: 12352002
• NACRES: NA.22
• PubChem Substance ID: 24855514
• MDL number: MFCD00064254
• Beilstein/REAXYS Number: 2050815
• Assay: 99%
• Form: solid

Properties

• assay: 99%
• form: solid
• optical activity: [α]28/D +93°, c = 2.5 in ethanol
• optical purity: ee: 99% (HPLC)
• mp: 146-149 °C (lit.)
• 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-/m1/s1
• InChI key: IHPDTPWNFBQHEB-ZIAGYGMSSA-N

Description

General description

(R,R)-(+)-Hydrobenzoin is a chiral 1,2-diol useful as a chiral reagent, building block, ligand or auxiliary in asymmetric synthesis.

Application

(R,R)-(+)-Hydrobenzoin may be used in the oxyselenenylation step in the multi-step synthesis of cyclopentitols and aminocyclopentitols from cyclopentene. It may also be used as a ligand for the asymmetric addition of diethylzinc to aldehydes in the presence or absence of titanium tetra-isopropoxide to form (R)- or (S)-form of the corresponding secondary alcohol, respectively.

Safety Information

• Storage Class: 13 - Non Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)