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

$71.86 - $671.64

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
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Products 3
Catalog Number Mfr. No. Quantity Price Quantity  
Catalog Number Mfr. No. Quantity Price Quantity  
AAL0830503
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Thermo Scientific Chemicals
L0830503
1 g
Each for $71.86
 
AAL0830506
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Thermo Scientific Chemicals
L0830506
5 g
Each for $180.58
 
AAL0830514
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Thermo Scientific Chemicals
L0830514
25 g
Each for $671.64
 
Description

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.

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.
Specifications

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

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

SDS
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RUO – Research Use Only