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CS-W001157 4
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4-Iodo-3-methylphenol

  • CAS No. 133921-27-4

  • Cat. No. CS-W019258
  • Purity≥96%
  • MDL No.MFCD09029708

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

4-Iodo-3-methylphenol|CS-W019258

Structure of 133921-27-4

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General Information

  • CAS No. 133921-27-4
  • Cat. No. CS-W019258
  • Purity ≥96%
  • MDL No. MFCD09029708
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇IO
  • Molecular Weight 234.03
  • Synonym(s) 4-IODO-3-METHYL-PHENOL
  • SMILES IC1=C(C=C(C=C1)O)C

Description

4-Iodo-3-methylphenol features a sterically accessible phenolic hydroxyl group flanked by an iodine substituent and a methyl group, enabling direct functionalization in cross-coupling reactions. This bench-stable compound integrates readily into complex molecular architectures under standard conditions.

Application

4-Iodo-3-methylphenol serves as a versatile building block in cross-coupling reactions, enabling efficient construction of biaryl scaffolds under palladium catalysis. The iodide functionality provides high reactivity in Suzuki, Stille, and Negishi couplings, while the phenolic hydroxyl and methyl group offer orthogonal handles for further derivatization. Bench-stable and readily purified by recrystallization, it functions reliably in medicinal chemistry and materials synthesis workflows.

Synthesis

  • Route1

    References

    • Galderma Research and Development S.N.C. Patent: US6689922 B1, 2004 ; Location in patent: Page column 85 ;
  • Route2
    • null|null
      108-39-4
    • ~86%
    • In-stock
      4-Iodo-3-methylphenol|CS-W019258
      133921-27-4

    References

    • Albadi, Jalal; Abedini, Masoumeh; Iravani, Nasir Chinese Chemical Letters, 2012 , vol. 23, # 3 p. 261 - 264
  • Route3
    • null|null
      108-39-4
    • ~%
    • null|null
      102154-03-0
    • 2-Iodo-5-methylphenol|CS-0218008
      35928-80-4
    • In-stock
      4-Iodo-3-methylphenol|CS-W019258
      133921-27-4

    References

    • Synthetic Communications, , vol. 38, # 22 p. 3894 - 3902

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

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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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