(S)-(6,6'-Dimethoxybiphenyl-2,2'-diyl)bis[bis(4-methylphenyl)phosphine]

Name: (S)-(6,6'-Dimethoxybiphenyl-2,2'-diyl)bis[bis(4-methylphenyl)phosphine]
Brand: ChemScene
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CAS No. 133545-25-2
Cat. No. CS-0087242
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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(S)-(6,6'-Dimethoxybiphenyl-2,2'-diyl)bis[bis(4-methylphenyl)phosphine]|CS-0087242

Structure of 133545-25-2

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General Information

CAS No. 133545-25-2
Cat. No. CS-0087242
Purity ≥97%
MDL No. None
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄₂H₄₀O₂P₂
Molecular Weight 638.71
Synonym(s) [2-[2-bis(4-methylphenyl)phosphanyl-6-methoxyphenyl]-3-methoxyphenyl]-bis(4-methylphenyl)phosphane
SMILES COC1=CC=CC([P]C2=CC=C(C)C=C2)=[C@]1[C@]3=C(OC)C=CC=C3[P]C4=CC=C(C)C=C4

Description

(S)-(6,6'-Dimethoxybiphenyl-2,2'-diyl)bis[bis(4-methylphenyl)phosphine] features a chiral biphenyl backbone with electron-donating methoxy groups and sterically protected phosphine arms. This bench-stable ligand delivers high selectivity in palladium-catalyzed cross-coupling reactions, enabling efficient formation of biaryl architectures under mild conditions.

Application

(S)-(6,6'-Dimethoxybiphenyl-2,2'-diyl)bis[bis(4-methylphenyl)phosphine] serves as a robust, bench-stable chiral ligand for palladium-catalyzed cross-coupling reactions. Its ortho-dimethoxy substitution enhances solubility and electronic modulation, while the tetraphenylphosphine backbone provides strong metal coordination. The ligand facilitates efficient C–C bond formation in Suzuki-Miyaura and Negishi couplings, particularly with challenging substrates. Functional group tolerance and reproducible yields make it well-suited for iterative synthesis of complex pharmaceutical intermediates and functional materials.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P280-P302+P352

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Computational Chemistry Data

TPSA 18.46
LogP 5.24624
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 7

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(S)-(6,6'-Dimethoxybiphenyl-2,2'-diyl)bis[bis(4-methylphenyl)phosphine]

CAS No. 133545-25-2

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