Lot numbers can be found on the outside label of a product:
(R)-H8-Binap
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CAS No. 139139-86-9
- Cat. No. CS-0035282
- Purity≥95%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 139139-86-9
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General Information
- CAS No. 139139-86-9
- Cat. No. CS-0035282
- Purity ≥95%
- MDL No. None
- Storage 4°C, protect from light, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₄₄H₄₀P₂
- Molecular Weight 630.74
- Synonym(s) (R)-2,2'-bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthalene
- SMILES C1(CCCC2)=C2C(C3=C(CCCC4)C4=CC=C3P(C5=CC=CC=C5)C6=CC=CC=C6)=C(P(C7=CC=CC=C7)C8=CC=CC=C8)C=C1
Description
(R)-H8-Binap is a chiral bisphosphine ligand featuring a rigid biphenyl backbone with strategically positioned electron-donating groups. This configuration enhances metal coordination stability in asymmetric catalysis, particularly in palladium- and rhodium-catalyzed reactions. The (R)-enantiomer imparts high enantioselectivity, enabling efficient synthesis of chiral intermediates under standard conditions.
Application
(R)-H8-Binap serves as a chiral ligand in transition-metal-catalyzed asymmetric synthesis, enabling high enantioselectivity in reactions such as hydrogenation and cross-coupling. Its rigid biphenyl backbone and sterically defined phosphine groups provide excellent configurational stability and predictable stereocontrol, making it well-suited for bench-scale applications requiring reproducible enantioselectivity.
Synthesis
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Route1
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159496-90-9 - ~42%
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In-stock
139139-86-9
References
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Takasago International Corporation Patent: US5922918 A1, 1999 ;
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H315-H319
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Precautionary Statements : P264-P280-P302+P352-P362
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Quality Control
Computational Chemistry Data
- TPSA 0
- LogP 8.6276
- H_Acceptors 0
- H_Donors 0
- Rotatable_Bonds 7
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Key Words
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