246948
(R)-(+)-1,1′-Bi(2-naphthol)
99%
Synonym(s):
(+)-2,2′-Dihydroxy-1,1′-dinaphthyl, (R)-(+)-1,1′-Binaphthalene-2,2′-diol, (R)-BINOL
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About This Item
Linear Formula:
HOC10H6C10H6OH
CAS Number:
Molecular Weight:
286.32
PubChem Substance ID:
UNSPSC Code:
12352104
NACRES:
NA.22
EC Index Number:
606-048-4
Beilstein/REAXYS Number:
3616837
MDL number:
Quality Segment
assay
99%
form
solid
optical activity
[α]21/D +34°, c = 1 in THF
optical purity
ee: 99% (HPLC)
manufacturer/tradename
ECACC
mp
208-210 °C (lit.)
SMILES string
Oc1ccc2ccccc2c1-c3c(O)ccc4ccccc34
InChI
1S/C20H14O2/c21-17-11-9-13-5-1-3-7-15(13)19(17)20-16-8-4-2-6-14(16)10-12-18(20)22/h1-12,21-22H
InChI key
PPTXVXKCQZKFBN-UHFFFAOYSA-N
Application
A chiral auxiliary used in the catalytic asymmetric oxidation of sulfides to sulfoxides. Chiral lanthanide triflates formed from binaphthol serve as catalysts for asymmetric Diels-Alder reactions. Derivatives of binaphthol have recently found use in asymmetric Claisen rearrangements and asymmetric epoxidations. The lithium aluminum hydride derivative of these diols (BINAP-H) has been used extensively for the reduction of ketones.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
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