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CS-W001157 4
Total: USD 88.00

(2-Methoxyphenyl)diphenylphosphine

  • CAS No. 53111-20-9

  • Cat. No. CS-W013987
  • Purity≥95%
  • MDL No.MFCD00008361

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

(2-Methoxyphenyl)diphenylphosphine|CS-W013987

Structure of 53111-20-9

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General Information

  • CAS No. 53111-20-9
  • Cat. No. CS-W013987
  • Purity ≥95%
  • MDL No. MFCD00008361
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₉H₁₇OP
  • Molecular Weight 292.32
  • Synonym(s) Diphenyl(2-methoxyphenyl)phosphine
  • SMILES COC1=CC=CC=C1P(C2=CC=CC=C2)C3=CC=CC=C3

Description

This phosphine integrates a methoxy-substituted aryl group with two phenyl moieties, enhancing electron density at the phosphorus center. The ortho-methoxy effect stabilizes the P(III) oxidation state and improves handling under ambient conditions. It serves as a robust ligand in palladium-catalyzed cross-coupling reactions, particularly effective in Suzuki-Miyaura transformations where steric and electronic balance is critical.

Synthesis

  • Route1
    • In-stock
      1-Iodo-2-methoxybenzene|CS-W009305
      529-28-2
    • null|null
      829-85-6
    • ~91%
    • In-stock
      (2-Methoxyphenyl)diphenylphosphine|CS-W013987
      53111-20-9

    References

    • Gelman, Dmitri; Jiang, Lei; Buchwald, Stephen L. Organic Letters, 2003 , vol. 5, # 13 p. 2315 - 2318
  • Route2
    • In-stock
      1-Bromo-2-methoxybenzene|CS-W007633
      578-57-4
    • null|null
      1079-66-9
    • ~89%
    • In-stock
      (2-Methoxyphenyl)diphenylphosphine|CS-W013987
      53111-20-9

    References

    • Xue, Mei; Li, Jiayun; Peng, Jiajian; Bai, Ying; Zhang, Guodong; Xiao, Wenjun; Lai, Guoqiao Applied Organometallic Chemistry, 2014 , vol. 28, # 2 p. 120 - 126
  • Route3
    • In-stock
      1-Iodo-2-methoxybenzene|CS-W009305
      529-28-2
    • null|null
      1079-66-9
    • ~60%
    • In-stock
      (2-Methoxyphenyl)diphenylphosphine|CS-W013987
      53111-20-9

    References

    • McNulty, James; Keskar, Kunal European Journal of Organic Chemistry, 2012 , # 28 p. 5462 - 5470

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   9.23
  • LogP   3.4534
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   4

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