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
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About This Item
Linear Formula:
C6H5CH(OH)CH(OH)C6H5
CAS Number:
Molecular Weight:
214.26
UNSPSC Code:
12352002
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2050815
Assay:
99%
Form:
solid
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
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.
Storage Class
13 - Non Combustible Solids
WGK
WGK 3
Flash Point (°F)
Not applicable
Flash Point (°C)
Not applicable
PPE (personal protective equipment)
Eyeshields, Gloves, type N95 (US)
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