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CS-W001157 4
Total: USD 88.00

p-Cresol, 2-iodo-

  • CAS No. 16188-57-1

  • Cat. No. CS-0028737
  • Purity≥97%
  • MDL No.MFCD00189405

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

p-Cresol, 2-iodo-|CS-0028737

Structure of 16188-57-1

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General Information

  • CAS No. 16188-57-1
  • Cat. No. CS-0028737
  • Purity ≥97%
  • MDL No. MFCD00189405
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇IO
  • Molecular Weight 234.03
  • Synonym(s) 2-Iodo-4-methylphenol; 2-Iodo-p-cresol
  • SMILES OC1=CC=C(C)C=C1I

Description

2-Iodo-4-methylphenol serves as a valuable aryl iodide building block for cross-coupling reactions, featuring a sterically accessible iodine atom paired with an electron-rich methyl-substituted phenolic ring. This combination enables efficient palladium-catalyzed transformations under standard conditions, delivering functionalized arenes with high regioselectivity and minimal side-product formation.

Application

2-Iodo-4-methylphenol serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable aryl iodide functionality. The ortho-iodo and para-methyl substituents provide favorable electronic and steric profiles for C–C bond formation. Its bench-stable nature and compatibility with standard coupling protocols make it a practical choice for constructing biaryl scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      106-44-5
    • ~99%
    • In-stock
      p-Cresol, 2-iodo-|CS-0028737
      16188-57-1

    References

    • Akhlaghinia, Batool; Rahmani, Marzieh Journal of the Brazilian Chemical Society, 2010 , vol. 21, # 1 p. 3 - 6
  • Route2
    • null|null
      106-44-5
    • ~20%
    • 2,6-Diiodo-4-methylphenol|CS-0582354
      2432-18-0
    • In-stock
      p-Cresol, 2-iodo-|CS-0028737
      16188-57-1

    References

    • Kometani, Tadashi; Watt, David S.; Ji, Tae; Fitz, Tony Journal of Organic Chemistry, 1985 , vol. 50, # 25 p. 5384 - 5387
  • Route3
    • null|null
      32707-05-4
    • ~14%
    • null|null
      106-44-5
    • 2,6-Diiodo-4-methylphenol|CS-0582354
      2432-18-0
    • In-stock
      p-Cresol, 2-iodo-|CS-0028737
      16188-57-1

    References

    • Gambie, Richard C.; Larsen, David S.; Rutledge, Peter S.; Woodgate, Paul D. Australian Journal of Chemistry, 1997 , vol. 50, # 7 p. 767 - 769

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   20.23
  • LogP   2.30522
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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