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Catalog Number:
16599
CAS Number:
76189-56-5
S-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthalene
Purity:
≥ 99% (Chiral HPLC, HPLC)
Synonym(s):
(S-(-)-BINAP
Documents
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Product Information

S(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthalene is a highly versatile chiral ligand widely utilized in asymmetric catalysis, particularly in the synthesis of pharmaceuticals and fine chemicals. This compound is recognized for its ability to facilitate enantioselective reactions, making it invaluable in the production of chiral intermediates. Its unique structure, featuring two diphenylphosphino groups, enhances its coordination properties with transition metals, thereby improving catalytic efficiency and selectivity. Researchers and industry professionals benefit from its application in various catalytic processes, including hydrogenation and cross-coupling reactions, which are essential in the development of complex organic molecules.

Additionally, S(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthalene stands out for its stability and ease of use, allowing for straightforward handling in laboratory settings. Its effectiveness in promoting high yields of desired products while minimizing by-products makes it a preferred choice among chemists. This compound not only streamlines synthetic pathways but also contributes to the advancement of green chemistry by reducing waste and enhancing reaction efficiency.

Synonyms
(S-(-)-BINAP
CAS Number
76189-56-5
Purity
≥ 99% (Chiral HPLC, HPLC)
Molecular Formula
C44H32P2
Molecular Weight
622.67
MDL Number
MFCD00010805
PubChem ID
634876
Melting Point
238 - 242 ºC
Appearance
Off-white solid
Optical Rotation
[a]20D = -240 ± 5 º (C=0.3 in Toluene)
Conditions
Store at 0 - 8 °C
General Information
Synonyms
(S-(-)-BINAP
CAS Number
76189-56-5
Purity
≥ 99% (Chiral HPLC, HPLC)
Molecular Formula
C44H32P2
Molecular Weight
622.67
MDL Number
MFCD00010805
PubChem ID
634876
Melting Point
238 - 242 ºC
Appearance
Off-white solid
Optical Rotation
[a]20D = -240 ± 5 º (C=0.3 in Toluene)
Conditions
Store at 0 - 8 °C
Properties
Additional property information coming soon!
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Safety and Regulations
Hazmat
No
Antibiotic
No
DEA-regulated
No
Warnings
-
Applications

S(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthalene is widely utilized in research focused on:

  • Catalysis: This compound serves as a highly effective ligand in various catalytic reactions, particularly in asymmetric synthesis, allowing for the production of chiral compounds with high enantioselectivity.
  • Pharmaceutical Development: Its unique properties make it valuable in the development of new drugs, especially in creating compounds that require specific stereochemistry for biological activity.
  • Material Science: Used in the synthesis of advanced materials, it contributes to the creation of polymers and nanomaterials with enhanced properties, such as improved conductivity and stability.
  • Environmental Chemistry: The compound plays a role in the development of catalysts for environmental applications, such as the degradation of pollutants and the conversion of waste into valuable products.
  • Research in Organometallic Chemistry: It is instrumental in the study of organometallic compounds, aiding researchers in understanding complex reactions and mechanisms that are crucial for advancing this field.

Citations