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CS-W001157 4
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(3aS,8aS)-4,4,8,8-Tetrakis[3,5-bis(1-methylethyl)phenyl]tetrahydro-2,2-dimethyl-6-phenyl-1,3-dioxolo[4,5-e][1,3,2]dioxaphosphepin

  • CAS No. 1422371-27-4

  • Cat. No. CS-0035153
  • Purity≥95%
  • MDL No.None

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

(3aS,8aS)-4,4,8,8-Tetrakis[3,5-bis(1-methylethyl)phenyl]tetrahydro-2,2-dimethyl-6-phenyl-1,3-dioxolo[4,5-e][1,3,2]dioxaphosphepin|CS-0035153

Structure of 1422371-27-4

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General Information

  • CAS No. 1422371-27-4
  • Cat. No. CS-0035153
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆₁H₈₁O₄P
  • Molecular Weight 909.27
  • Synonym(s) 1,3-Dioxolo[4,5-e][1,3,2]dioxaphosphepin, 4,4,8,8-tetrakis[3,5-bis(1-methylethyl)phenyl]tetrahydro-2,2-dimethyl-6-phenyl-, (3aS,8aS)-
  • SMILES CC1(C)O[C@H]2[C@@H](C(C3=CC(C(C)C)=CC(C(C)C)=C3)(C4=CC(C(C)C)=CC(C(C)C)=C4)OP(C5=CC=CC=C5)OC2(C6=CC(C(C)C)=CC(C(C)C)=C6)C7=CC(C(C)C)=CC(C(C)C)=C7)O1

Description

This sterically encumbered dioxaphosphepin features four bulky 3,5-bis(1-methylethyl)phenyl groups that stabilize the phosphorus center and enhance solubility in organic media. The tetrahydro-2,2-dimethyl-6-phenyl scaffold provides robustness under standard bench conditions, enabling reliable use in transition-metal-catalyzed transformations without decomposition.

Application

(3aS,8aS)-4,4,8,8-Tetrakis[3,5-bis(1-methylethyl)phenyl]tetrahydro-2,2-dimethyl-6-phenyl-1,3-dioxolo[4,5-e][1,3,2]dioxaphosphepin serves as a sterically encumbered, bench-stable phosphine ligand that facilitates cross-coupling reactions under mild conditions. Its robust triarylphosphine core exhibits high functional group tolerance and enhances catalyst longevity in palladium-catalyzed transformations, enabling efficient C–C bond formation in complex molecule synthesis.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   36.92
  • LogP   17.0655
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   13

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