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CS-W001157 4
Total: USD 88.00

4-Iodo-3,5-dimethylphenol

  • CAS No. 80826-86-4

  • Cat. No. CS-M3254
  • Molecule weight248.06
  • Purity≥95%
  • MDL No.MFCD00174284

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

4-Iodo-3,5-dimethylphenol|CS-M3254

Structure of 80826-86-4

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General Information

  • CAS No. 80826-86-4
  • Cat. No. CS-M3254
  • Purity ≥95%
  • MDL No. MFCD00174284
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉IO
  • Molecular Weight 248.06
  • Synonym(s) 3,5-Dimethyl-4-iodophenol; 4-Iodo-3,5-dimethylphenol; 2-Jod-5-hydroxy-m-xylol
  • SMILES OC1=CC(C)=C(I)C(C)=C1

Description

4-Iodo-3,5-dimethylphenol offers a sterically hindered phenolic scaffold with iodine at the para position relative to the hydroxyl group. The dimethyl substituents enhance electron density and stability, enabling efficient coupling in palladium-catalyzed cross-coupling reactions. This bench-stable reagent integrates readily into complex molecular architectures requiring controlled functionalization.

Application

4-Iodo-3,5-dimethylphenol serves as a versatile building block in Suzuki-Miyaura and other palladium-catalyzed cross-coupling reactions. The iodine substituent enables efficient coupling under mild conditions, while the ortho-methyl groups provide steric and electronic stabilization. Its bench-stable nature and compatibility with diverse functional groups facilitate straightforward incorporation into complex molecular architectures, including bioactive heterocycles and pharmaceutical intermediates.

Synthesis

  • Route1
    • null|null
      108-68-9
    • ~77%
    • In-stock
      4-Iodo-3,5-dimethylphenol|CS-M3254
      80826-86-4

    References

    • Lu, Yixin; Weltrowska, Grazyna; Lemieux, Carole; Chung, Nga N.; Schiller, Peter W. Bioorganic and Medicinal Chemistry Letters, 2001 , vol. 11, # 3 p. 323 - 325 Title/Abstract Full Text View citing articles Show Details Lu; Schiller Synthesis, 2001 , # 11 p. 1639 - 1644
  • Route2
    • null|null
      108-68-9
    • ~54%
    • In-stock
      2-Iodo-3,5-dimethylphenol|CS-0343517
      24242-79-3
    • In-stock
      4-Iodo-3,5-dimethylphenol|CS-M3254
      80826-86-4

    References

    • Tetrahedron Letters, , vol. 51, # 16 p. 2170 - 2173
  • Route3
    • null|null
      108-68-9
    • ~%
    • null|null
      7282-03-3
    • In-stock
      4-Iodo-3,5-dimethylphenol|CS-M3254
      80826-86-4

    References

    • Angewandte Chemie, , vol. 52, p. 263,265

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   2.61364
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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