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CS-W001157 4
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(11bR)-2,6-Bis([1,1'-biphenyl]-4-yl)-4-hydroxy-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin

  • CAS No. 699006-54-7

  • Cat. No. CS-0091478
  • Purity≥98%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

(11bR)-2,6-Bis([1,1'-biphenyl]-4-yl)-4-hydroxy-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin|CS-0091478

Structure of 699006-54-7

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General Information

  • CAS No. 699006-54-7
  • Cat. No. CS-0091478
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄₄H₂₉O₄P
  • Molecular Weight 652.67
  • Synonym(s) R- 4-oxide-2,6-bis([1,1'-biphenyl]-4-yl)-4-hydroxy-Dinaphtho[2,1-d
  • SMILES O=P1(O)OC2=C(C3=C(C=CC=C4)C4=CC(C5=CC=C(C6=CC=CC=C6)C=C5)=C3O1)C7=CC=CC=C7C=C2C8=CC=C(C9=CC=CC=C9)C=C8

Description

This sterically encumbered phosphine oxide features two biphenyl moieties flanking a hydroxylated dioxaphosphepin core, delivering exceptional thermal and oxidative stability. The 11bR stereochemistry ensures predictable reactivity in asymmetric synthesis, enabling efficient coupling under mild conditions.

Application

(11bR)-2,6-Bis([1,1'-biphenyl]-4-yl)-4-hydroxy-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin serves as a robust, bench-stable phosphine oxide scaffold enabling stereoselective transformations in catalytic systems. Its rigid, polycyclic architecture provides excellent functional group tolerance and facilitates efficient P–O bond cleavage under mild conditions, making it valuable for the synthesis of chiral phosphine ligands and transition-metal-catalyzed coupling reactions.

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   55.76
  • LogP   12.1996
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   4

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