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Alfa Aesar™ (R)-(+)-1,1'-Bi(2-naphthol), 99%

Chemical Identifiers

Chemical Name or Material (R)-(+)-1,1'-Bi(2-naphthol)
CAS 18531-94-7
Molecular Formula C20H14O2
Formula Weight 286.33g/mol
MDL Number MFCD00004068
UN Number UN2811
Beilstein 3616837
Merck Index 14,1226
Synonym (R)-(+)-1,1'-Binaphthalene-2,2'-diol; (R)-(+)-BINOL
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Products
Catalog Number Mfr. No. Quantity Price Quantity    

AAL0830506

 
alfa aesar™
L08305-06
5g CALL N/A N/A
 Please call Customer Service at 1-800-234-7437 or send an email to help@thermofisher.com for assistance.

AAL0830514

 
alfa aesar™
L08305-14
25g CALL N/A N/A
 Please call Customer Service at 1-800-234-7437 or send an email to help@thermofisher.com for assistance.
Description & Specifications

Specifications

Melting Point 206° to 211°C
Quantity 5g
Odor Characteristic
Optical Rotation +34.5 (c=1 in THF)
Chemical Name or Material (R)-(+)-1,1'-Bi(2-naphthol)
CAS 18531-94-7
Assay 99%
Molecular Formula C20H14O2
Formula Weight 286.33g/mol
MDL Number MFCD00004068
UN Number UN2811
Beilstein 3616837
Merck Index 14,1226
Synonym (R)-(+)-1,1'-Binaphthalene-2,2'-diol; (R)-(+)-BINOL
Health Hazard 1 Danger
Health Hazard 2 GHS H Statement
H301-H315-H319-H335
Toxic if swallowed.
Causes skin irritation.
Causes serious eye irritation.
May cause respiratory irritation.
Health Hazard 3 GHS P Statement
P280h-P305+P351+P338-P309-P310
Wear protective gloves/clothing.
IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
IF exposed or if you feel unwell: Immediately call a POISON CENTER or doctor/physician.
DOT Information Transport Hazard Class: 6.1; Packing Group: III; Proper Shipping Name: TOXIC SOLIDS, ORGANIC, N.O.S.
RTECS Number DU3106100

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.

Safety and Handling

Danger

GHS P Statement
P280h-P305+P351+P338-P309-P310
Wear protective gloves/clothing.
IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
IF exposed or if you feel unwell: Immediately call a POISON CENTER or doctor/physician.

GHS H Statement
H301-H315-H319-H335
Toxic if swallowed.
Causes skin irritation.
Causes serious eye irritation.
May cause respiratory irritation.