(11bR)-4-Hydroxy-2,6-bis(4-nitrophenyl)dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine 4-oxide

Name: (11bR)-4-Hydroxy-2,6-bis(4-nitrophenyl)dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine 4-oxide
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CAS No. 695162-89-1
Cat. No. CS-0090624
Purity≥97%
MDL No.None

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(11bR)-4-Hydroxy-2,6-bis(4-nitrophenyl)dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine 4-oxide|CS-0090624

Structure of 695162-89-1

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General Information

CAS No. 695162-89-1
Cat. No. CS-0090624
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 C₃₂H₁₉N₂O₈P
Molecular Weight 590.48
Synonym(s) (S)-3,3'-Bis(4-nitrophenyl)-1,1'-binapthyl-2,2'-diyl hydrogenphosphate
SMILES O=P1(O)OC2=C(C3=C(C=CC=C4)C4=CC(C5=CC=C([N+]([O-])=O)C=C5)=C3O1)C6=CC=CC=C6C=C2C7=CC=C([N+]([O-])=O)C=C7

Description

This boronate-containing dioxaphosphepine oxide features a sterically encumbered, bench-stable architecture with two electron-deficient nitroaryl groups that enhance reactivity in cross-coupling processes. The 4-hydroxy substituent enables direct functionalization, while the phosphorus(III) oxide moiety delivers high stability and compatibility with diverse reaction conditions.

Application

(11bR)-4-Hydroxy-2,6-bis(4-nitrophenyl)dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine 4-oxide serves as a sterically hindered, bench-stable phosphine oxide scaffold with defined stereochemistry at the 11b position. It functions as a versatile building block in transition-metal-catalyzed cross-coupling reactions and enables selective functionalization of complex heterocyclic systems under mild conditions. The presence of two 4-nitrophenyl groups enhances solubility and facilitates purification, while the hydroxyl group provides a handle for derivatization.

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 : H315
Precautionary Statements : P264-P280-P302+P352-P362

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Computational Chemistry Data

TPSA 142.04
LogP 8.682
H_Acceptors 7
H_Donors 1
Rotatable_Bonds 4

Key Words

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(11bR)-4-Hydroxy-2,6-bis(4-nitrophenyl)dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine 4-oxide

CAS No. 695162-89-1

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