1-((11bR)-2,6-dimethyldinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl)piperidine

Name: 1-((11bR)-2,6-dimethyldinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl)piperidine
Brand: ChemScene
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CAS No. 864529-90-8
Cat. No. CS-0099039
Molecule weight427.47
Purity≥97%
MDL No.None

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Excepted Quantity	$0.00
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1-((11bR)-2,6-dimethyldinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl)piperidine|CS-0099039

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General Information

CAS No. 864529-90-8
Cat. No. CS-0099039
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 C₂₇H₂₆NO₂P
Molecular Weight 427.47
Synonym(s) None
SMILES CC1=CC2=CC=CC=C2C3=C1OP(N4CCCCC4)OC5=C(C)C=C6C(C=CC=C6)=C35

Description

This piperidine-substituted dioxaphosphepin features a sterically hindered, bench-stable phosphorus center with enhanced reactivity in cross-coupling transformations. The fused dinaphtho architecture imparts rigidity and electronic tuning, enabling efficient incorporation into catalytic systems for C–P bond formation under mild conditions.

Application

1-((11bR)-2,6-dimethyldinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl)piperidine serves as a sterically encumbered, bench-stable phosphine ligand that facilitates palladium-catalyzed cross-coupling reactions. Its rigid dioxaphosphepin core enhances thermal stability and electron density at phosphorus, enabling efficient Suzuki-Miyaura and Negishi couplings with diverse aryl and heteroaryl halides. The piperidine moiety provides solubility and functional group tolerance, supporting scalable synthesis of complex biaryls and pharmaceutical intermediates.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 29.52
LogP 8.33514
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Key Words

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1-((11bR)-2,6-dimethyldinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl)piperidine

CAS No. 864529-90-8

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