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(R)-(+)-1,1'-Bi(2-naphthol), 99%
CAS: 18531-94-7 | C20H14O2 | 286.33 g/mol
$74.32 - $730.84
Chemical Identifiers
| CAS | 18531-94-7 |
|---|---|
| Molecular Formula | C20H14O2 |
| Molecular Weight (g/mol) | 286.33 |
| MDL Number | MFCD00004068 |
| InChI Key | PPTXVXKCQZKFBN-UHFFFAOYSA-N |
| Synonym | 1,1'-bi-2-naphthol, s---1,1'-bi-2-naphthol, r-+-1,1'-bi-2-naphthol, 1,1'-binaphthalene-2,2'-diol, binol, 1,1'-binaphthyl-2,2'-diol, 2,2'-dinaphthol, beta-binaphthol, r-1,1'-bi-2-naphthol, s-1,1'-binaphthalene-2,2'-diol |
| PubChem CID | 11762 |
| IUPAC Name | 1-(2-hydroxynaphthalen-1-yl)naphthalen-2-ol |
| SMILES | C1=CC=C2C(=C1)C=CC(=C2C3=C(C=CC4=CC=CC=C43)O)O |
| Catalog Number | Mfr. No. | Quantity | Price | Quantity | |||||
|---|---|---|---|---|---|---|---|---|---|
| Catalog Number | Mfr. No. | Quantity | Price | Quantity | |||||
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AAL0830503
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Thermo Scientific Chemicals
L0830503 |
1 g |
Each for $74.32
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AAL0830506
|
Thermo Scientific Chemicals
L0830506 |
5 g |
Each for $187.12
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AAL0830514
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Thermo Scientific Chemicals
L0830514 |
25 g |
Each for $730.84
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Description
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.
ApplicationsIt 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.
Chemical Identifiers
| 18531-94-7 | |
| 286.33 | |
| PPTXVXKCQZKFBN-UHFFFAOYSA-N | |
| 11762 | |
| C1=CC=C2C(=C1)C=CC(=C2C3=C(C=CC4=CC=CC=C43)O)O |
| C20H14O2 | |
| MFCD00004068 | |
| 1,1'-bi-2-naphthol, s---1,1'-bi-2-naphthol, r-+-1,1'-bi-2-naphthol, 1,1'-binaphthalene-2,2'-diol, binol, 1,1'-binaphthyl-2,2'-diol, 2,2'-dinaphthol, beta-binaphthol, r-1,1'-bi-2-naphthol, s-1,1'-binaphthalene-2,2'-diol | |
| 1-(2-hydroxynaphthalen-1-yl)naphthalen-2-ol |
Specifications
| 18531-94-7 | |
| 1.301 | |
| C20H14O2 | |
| 1 g | |
| 3616837 | |
| 1,1'-bi-2-naphthol, s---1,1'-bi-2-naphthol, r-+-1,1'-bi-2-naphthol, 1,1'-binaphthalene-2,2'-diol, binol, 1,1'-binaphthyl-2,2'-diol, 2,2'-dinaphthol, beta-binaphthol, r-1,1'-bi-2-naphthol, s-1,1'-binaphthalene-2,2'-diol | |
| PPTXVXKCQZKFBN-UHFFFAOYSA-N | |
| C1=CC=C2C(=C1)C=CC(=C2C3=C(C=CC4=CC=CC=C43)O)O | |
| 286.33 | |
| 286.33 | |
| (R)-(+)-1,1'-Bi(2-naphthol) |
| 206°C to 211°C | |
| Characteristic | |
| MFCD00004068 | |
| UN2811 | |
| 14,1226 | |
| Insoluble in water. Solubility in THF within almost transparency). Soluble in dioxane 50mg/mL. | |
| +34.5 (c=1 in THF) | |
| 1-(2-hydroxynaphthalen-1-yl)naphthalen-2-ol | |
| 11762 | |
| 99% |
Safety and Handling
GHS H Statement
H301-H315-H319-H335
Toxic if swallowed.
Causes skin irritation.
Causes serious eye irritation.
May cause respiratory irritation.
P261-P264b-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P362-P501c
H301-H315-H319-H335
DOTInformation : Transport Hazard Class: 6.1; Packing Group: III; Proper Shipping Name: TOXIC SOLIDS, ORGANIC, N.O.S.
RTECSNumber : DU3106100
TSCA : No
Recommended Storage : Ambient temperatures
RUO – Research Use Only