Synonym: (+)-2,2′-Dihydroxy-1,1′-dinaphthyl; (R)-(+)-1,1′-Binaphthalene-2,2′-diol; (R)-BINOL
CAS Number: 18531-94-7
Empirical Formula (Hill Notation): C20H14O2
Molecular Weight: 286.32
MDL Number: MFCD00004068
Linear Formula: HOC10H6C10H6OH
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 246948-1G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 246948-5G
assay |
99% |
form |
solid |
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 |
mp |
208-210 °C (lit.) |
optical activity |
[α]21/D +34°, c = 1 in THF |
optical purity |
ee: 99% (HPLC) |
Quality Level |
100 |
SMILES string |
Oc1ccc2ccccc2c1-c3c(O)ccc4ccccc34 |
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. |
Application: |
Chiral binapthol imminium salt precursor. Salts were used for an asymmetric epoxidation of olefins. |
Packaging: |
1, 5 g in glass bottle |
Packaging: |
10 g in poly bottle |
Purity |
99% |
mp |
208-210 °C (lit.) |
UNSPSC |
12352104 |