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CS-W001157 4
Total: USD 88.00

Bis(3,5-dimethylphenyl)phosphine oxide

  • CAS No. 187344-92-9

  • Cat. No. CS-W008380
  • Purity≥98%
  • MDL No.MFCD08458884

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

Bis(3,5-dimethylphenyl)phosphine oxide|CS-W008380

Structure of 187344-92-9

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General Information

  • CAS No. 187344-92-9
  • Cat. No. CS-W008380
  • Purity ≥98%
  • MDL No. MFCD08458884
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₁₉OP
  • Molecular Weight 258.30
  • Synonym(s) Bis(3,5-diMethylphenyl)phosphi
  • SMILES CC1=CC(C)=CC(P(C2=CC(C)=CC(C)=C2)=O)=C1

Description

It is an intermediate in organic syntheses.

Application

Bis(3,5-dimethylphenyl)phosphine oxide serves as a stable, bench-ready phosphine ligand precursor with enhanced steric bulk and electronic tuning. It facilitates palladium-catalyzed cross-coupling reactions, particularly in Suzuki-Miyaura and Negishi protocols, offering improved catalyst longevity and selectivity in challenging substrates. The ortho-dimethyl substitution enhances solubility and resistance to oxidation compared to unsubstituted analogs, enabling straightforward purification and reliable performance in iterative synthesis workflows.

Synthesis

  • Route1

    References

    • Chemistry Letters, , vol. 42, # 9 p. 1035 - 1037
  • Route2
    • null|null
      762-04-9
    • ~78%
    • In-stock
      Bis(3,5-dimethylphenyl)phosphine oxide|CS-W008380
      187344-92-9

    References

    • EP1452537 A1, ; Page 25 ;
  • Route3
    • null|null
      762-04-9
    • In-stock
      1-Bromo-3,5-dimethylbenzene|CS-W016968
      556-96-7
    • null|null
      106-93-4
    • ~77%
    • In-stock
      Bis(3,5-dimethylphenyl)phosphine oxide|CS-W008380
      187344-92-9

    References

    • US5824822 A1, ;

Safety Information

Download SDS
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

Quality Control

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   3.43078
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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