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(R)-(+)-1,1'-Bi(2-naphthol), 99%, Thermo Scientific Chemicals

Catalog Number p-7044805
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Quantity:
1 g
5 g
25 g
This item is not returnable. View return policy
18531-94-7
C20H14O2
286.33
MFCD00004068
PPTXVXKCQZKFBN-UHFFFAOYSA-N
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
11762
1-(2-hydroxynaphthalen-1-yl)naphthalen-2-ol
C1=CC=C2C(=C1)C=CC(=C2C3=C(C=CC4=CC=CC=C43)O)O
This item is not returnable. View return policy
18531-94-7
C20H14O2
286.33
MFCD00004068
PPTXVXKCQZKFBN-UHFFFAOYSA-N
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
11762
1-(2-hydroxynaphthalen-1-yl)naphthalen-2-ol
C1=CC=C2C(=C1)C=CC(=C2C3=C(C=CC4=CC=CC=C43)O)O

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.

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.
TRUSTED_SUSTAINABILITY
Melting Point 206°C to 211°C
Density 1.301
Odor Characteristic
Quantity 1 g
UN Number UN2811
Beilstein 3616837
Merck Index 14,1226
Solubility Information Insoluble in water. Solubility in THF within almost transparency). Soluble in dioxane 50mg/mL.
Optical Rotation +34.5 (c=1 in THF)
Formula Weight 286.33
Percent Purity 99%
Chemical Name or Material (R)-(+)-1,1'-Bi(2-naphthol)
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RUO – Research Use Only

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