[L08305] CAS 18531-94-7 | (R)-(+)-1,1′-Bi(2-naphthol), 99% | Alfa
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Brand: Alfa Aesar
18531-94-7 | C20H14O2 | 1,1′-bi-2-naphthol
Chemical Identifiers
CAS
18531-94-7
Molecular Weight (g/mol)
286.33
Synonym
1,1′-bi-2-naphthol
SMILES
OC1=CC=C2C=CC=CC2=C1C1=C(O)C=CC2=CC=CC=C12
InChI Key
PPTXVXKCQZKFBN-UHFFFAOYSA-N
Molecular Formula
C20H14O2
IUPAC Name
[1,1′-binaphthalene]-2,2′-diol
Specifications
Appearance (Color)
White to cream or pale gray
Form
Crystals or powder or crystalline powder
Melting Point (clear melt)
205-212°C
Optical Rotation
+35.5° ± 2° (c=1 in THF)
Assay (HPLC)
≥98.5%
설명
It is used in biosynthetic preparation for enantioselective oxidation of naphthols to binaphthyldiols with horseradish peroxidase catalyst. 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.5 The lithium aluminum hydride derivative of these diols (BINAP-H) has been used extensively for the reduction of ketones. Chiral binapthol imminium salt precursor. Salts were used for an asymmetric epoxidation of olefins.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
It is used in biosynthetic preparation for enantioselective oxidation of naphthols to binaphthyldiols with horseradish peroxidase catalyst. 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.5 The lithium aluminum hydride derivative of these diols (BINAP-H) has been used extensively for the reduction of ketones. Chiral binapthol imminium salt precursor. Salts were used for an asymmetric epoxidation of olefins.
It is used in biosynthetic preparation for enantioselective oxidation of naphthols to binaphthyldiols with horseradish peroxidase catalyst. 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.5 The lithium aluminum hydride derivative of these diols (BINAP-H) has been used extensively for the reduction of ketones. Chiral binapthol imminium salt precursor. Salts were used for an asymmetric epoxidation of olefins.
Solubility
Insoluble in water. Solubility in THF within almost transparency). Soluble in dioxane 50 mg/mL.
Notes
Store away from oxidizing agents. Keep the container tightly closed and place it in a cool, dry and well ventilated condition.
Other References:
Merck Index:14,1226UN Number:UN2811Beilstein:3616837
GHS Hazard and Precautionary Statements
Hazard Statements:H301-H315-H319-H335
GHS H StatementH301-H315-H319-H335 Toxic if swallowed.Causes skin irritation.Causes serious eye irritation.May cause respiratory irritation.
Precautionary Statements:P261-P264b-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P362-P501c
Risk & Safety
TSCA:NoRTECS Number:DU3106100
경고:RUO – Research Use Only
CAS18531-94-7FORMULAC20H14O2HAZARD CLASS6.1MDLMFCD00004068PACKAGING GROUPIII
| Pakage | 1g, 25g, 5g |
|---|---|
| brand | Alfa Aesar |
