(R,R)-PINAP

Name: (R,R)-PINAP
Brand: ChemScene
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CAS No. 828927-97-5
Cat. No. CS-0088115
Molecule weight559.64
Purity≥95%
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+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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General Information

CAS No. 828927-97-5
Cat. No. CS-0088115
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 C₃₈H₃₀N₃P
Molecular Weight 559.64
Synonym(s) 4-(2-diphenylphosphanylnaphthalen-1-yl)-N-[(1R)-1-phenylethyl]phthalazin-1-amine
SMILES C[C@@H](C1=CC=CC=C1)NC2=NN=C(C3=C(C=CC=C4)C4=CC=C3P(C5=CC=CC=C5)C6=CC=CC=C6)C7=CC=CC=C72

Description

(R,R)-PINAP is a chiral bisphosphine ligand featuring two sterically hindered pyridyl groups that deliver high enantioselectivity in transition metal catalysis. This bench-stable, moisture-tolerant ligand integrates seamlessly into asymmetric synthesis workflows, enabling efficient access to enantiomerically enriched products through palladium- and nickel-catalyzed transformations.

Application

(R,R)-PINAP serves as a highly effective chiral ligand in asymmetric transition metal catalysis, particularly in palladium- and nickel-catalyzed cross-coupling reactions. Its rigid, electron-rich bis(aryl)pyridine framework enables high enantioselectivity in C–C bond formation, with demonstrated utility in the synthesis of pharmaceutically relevant scaffolds. The ligand exhibits excellent bench stability and compatibility with diverse functional groups, facilitating straightforward purification and scalable reaction design.

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-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 37.81
LogP 8.3813
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 7

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(R,R)-PINAP

CAS No. 828927-97-5

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