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Catalog Number:
16601
CAS Number:
18531-99-2
(S)-(-)-1,1'-Bi-2-naphthol
Purity:
≥ 99.5% (Chiral HPLC)
Synonym(s):
(-)-2,2'-Dihydroxy-1,1'-dinaphthyl, (S)-(-)-1,1'-Binaphthalene-2,2'-diol
Hazmat
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Product Information

(S)-(-)-1,1'-Bi-2-naphthol is a versatile chiral compound widely recognized for its applications in asymmetric synthesis and catalysis. This compound, also known as BINOL, is particularly valued in the fields of organic chemistry and pharmaceuticals due to its ability to act as a chiral ligand. Its unique structure allows it to facilitate enantioselective reactions, making it an essential tool for researchers aiming to produce specific enantiomers in drug development. The compound's high optical purity and stability further enhance its utility in various chemical processes, including the synthesis of complex natural products and the development of novel catalysts.

In addition to its role in catalysis, (S)-(-)-1,1'-Bi-2-naphthol is also employed in the production of liquid crystals and as a precursor in the synthesis of other chiral compounds. Its effectiveness in enhancing reaction selectivity and efficiency positions it as a preferred choice among chemists and industry professionals. With its proven track record in advancing research and development, this compound continues to be a significant asset in the quest for innovative solutions in chemical synthesis.

Synonyms
(-)-2,2'-Dihydroxy-1,1'-dinaphthyl, (S)-(-)-1,1'-Binaphthalene-2,2'-diol
CAS Number
18531-99-2
Purity
≥ 99.5% (Chiral HPLC)
Molecular Formula
C20H14O2
Molecular Weight
286.32
MDL Number
MFCD00004068
PubChem ID
11762
Melting Point
208 - 211 ?C
Appearance
White crystalline powder
Optical Rotation
[a]D22 = -34 ± 0.5 º (C=1 in THF)
Conditions
Store at 0-8 °C
General Information
Synonyms
(-)-2,2'-Dihydroxy-1,1'-dinaphthyl, (S)-(-)-1,1'-Binaphthalene-2,2'-diol
CAS Number
18531-99-2
Purity
≥ 99.5% (Chiral HPLC)
Molecular Formula
C20H14O2
Molecular Weight
286.32
MDL Number
MFCD00004068
PubChem ID
11762
Melting Point
208 - 211 ?C
Appearance
White crystalline powder
Optical Rotation
[a]D22 = -34 ± 0.5 º (C=1 in THF)
Conditions
Store at 0-8 °C
Properties
Additional property information coming soon!
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Safety and Regulations
Hazmat
Yes
Antibiotic
No
DEA-regulated
No
Warnings
-
Applications

(S)-(-)-1,1'-Bi-2-naphthol is widely utilized in research focused on:

  • Asymmetric Synthesis: This compound serves as a chiral ligand in asymmetric catalysis, enhancing the efficiency of reactions to produce enantiomerically pure compounds, which is crucial in pharmaceuticals.
  • Organic Electronics: It is used in the development of organic light-emitting diodes (OLEDs) and organic photovoltaics, contributing to advancements in energy-efficient lighting and solar energy conversion.
  • Polymer Chemistry: The compound acts as a building block in synthesizing various polymers, improving material properties such as thermal stability and mechanical strength.
  • Pharmaceutical Applications: It plays a role in drug development, particularly in creating compounds with specific stereochemistry that can lead to more effective treatments with fewer side effects.
  • Research in Chiral Resolution: This chemical is instrumental in studies aimed at resolving racemic mixtures, helping researchers to isolate and study the properties of individual enantiomers.

Citations