(R,S)-O-PINAP

Name: (R,S)-O-PINAP
Brand: ChemScene
Availability: InStock
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CAS No. 828927-94-2
Cat. No. CS-0088699
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+
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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Structure of 828927-94-2

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General Information

CAS No. 828927-94-2
Cat. No. CS-0088699
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 C₃₈H₂₉N₂OP
Molecular Weight 560.62
Synonym(s) (S)-(-)-4-[2-(DIPHENYLPHOSPHINO)-1-NAPHTHALENYL]-N-[(R)-1-PHENYLETHOXY]PHTHALAZINE
SMILES C[C@@H](C1=CC=CC=C1)OC2=NN=[C@]([C@]3=C(C=CC=C4)C4=CC=C3P(C5=CC=CC=C5)C6=CC=CC=C6)C7=CC=CC=C72

Description

(R,S)-O-PINAP delivers a sterically encumbered, bench-stable chiral ligand featuring a rigid bicyclic backbone that enhances enantioselectivity in transition-metal catalysis. This configuration supports efficient asymmetric synthesis through robust coordination to palladium and nickel centers.

Application

(R,S)-O-PINAP serves as a chiral ligand in asymmetric catalysis, enabling enantioselective transformations through well-established coordination with transition metals. Its rigid binaphthyl backbone and sterically defined phosphine oxide functionality provide high enantiocontrol in palladium- and rhodium-catalyzed reactions. The compound exhibits excellent bench stability and compatibility with standard synthetic workflows, facilitating efficient synthesis of chiral intermediates for pharmaceutical and agrochemical applications.

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

Quality Control

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Computational Chemistry Data

TPSA 35.01
LogP 8.3482
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 7

Key Words

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CAS No. 828927-94-2

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