246956
(S)-(−)-1,1′-Bi(2-naphthol)
99%
Synonym(s):
(−)-2,2′-Dihydroxy-1,1′-dinaphthyl, (S)-(−)-1,1′-Binaphthalene-2,2′-diol, (S)-BINOL
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All Photos(3)
About This Item
Linear Formula:
HOC10H6C10H6OH
CAS Number:
Molecular Weight:
286.32
Beilstein:
4296068
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
99%
optical activity
[α]22/D −34°, c = 1 in THF
optical purity
ee: 99% (HPLC)
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
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Related Categories
Application
(S)-BINOL ligand in combination with titanium(IV) isopropoxide, forms (S)-(-)-BINOL-Ti complex, which is an effective chiral catalyst for:
- asymmetric addition of alkynylzinc to unactivated ketones
- enantioselective ring-opening reaction of meso-stilbene oxide and cyclohexene oxide with anilines
- asymmetric aryl transfers from triaryl(tetrahydrofuran)aluminum reagents to a wide variety of ketones
Precursor to phosphoramidite catalyst employed in a conversion of allylic alcohols to allylic amines.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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