(11bS)-4-Hydroxy-2,6-bis[4-(trifluoromethyl)phenyl]-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin

Name: (11bS)-4-Hydroxy-2,6-bis[4-(trifluoromethyl)phenyl]-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin
Brand: ChemScene
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CAS No. 1264573-23-0
Cat. No. CS-0090551
Purity≥97%
MDL No.None

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(11bS)-4-Hydroxy-2,6-bis[4-(trifluoromethyl)phenyl]-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin|CS-0090551

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General Information

CAS No. 1264573-23-0
Cat. No. CS-0090551
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 C₃₄H₁₉F₆O₄P
Molecular Weight 636.48
Synonym(s) None
SMILES O=P1(O)OC2=[C@]([C@]3=C(C=CC=C4)C4=CC(C5=CC=C(C(F)(F)F)C=C5)=C3O1)C6=CC=CC=C6C=C2C7=CC=C(C(F)(F)F)C=C7

Description

This sterically encumbered phosphine oxide features a rigid dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin core with a chiral 11bS configuration. The para-trifluoromethyl aryl groups enhance electron deficiency and stability, while the 4-hydroxy substituent enables directional functionalization. Bench-stable under standard conditions, it serves as a tailored ligand scaffold for asymmetric catalysis and transition metal complexation.

Application

(11bS)-4-Hydroxy-2,6-bis[4-(trifluoromethyl)phenyl]-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin serves as a sterically encumbered, bench-stable phosphine oxide scaffold with enhanced oxidative stability. Its ortho-substituted aryl groups and hydroxyl functionality enable controlled reactivity in transition-metal-catalyzed coupling processes, particularly in Pd-mediated cross-couplings where steric protection of the phosphorus center prevents undesired decomposition pathways. Functions as a modular building block for complex heterocyclic systems requiring high functional group tolerance and thermal resilience.

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

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Computational Chemistry Data

TPSA 55.76
LogP 10.9032
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

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(11bS)-4-Hydroxy-2,6-bis[4-(trifluoromethyl)phenyl]-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin

CAS No. 1264573-23-0

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