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CS-W001157 4
Total: USD 88.00

2-(Hydroxymethyl)-4-iodophenol

  • CAS No. 14056-07-6

  • Cat. No. CS-0163215
  • Purity≥98%
  • MDL No.None

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

2-(Hydroxymethyl)-4-iodophenol|CS-0163215

Structure of 14056-07-6

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General Information

  • CAS No. 14056-07-6
  • Cat. No. CS-0163215
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇IO₂
  • Molecular Weight 250.03
  • Synonym(s) BENZENEMETHANOL, 2-HYDROXY-5-IODO
  • SMILES OC1=CC=C(I)C=C1CO

Description

2-(Hydroxymethyl)-4-iodophenol features a phenolic hydroxyl group paired with a para-iodinated aromatic ring and a reactive hydroxymethyl substituent. This combination enables direct functionalization in cross-coupling reactions or derivatization via the alcohol moiety. The molecule exhibits bench-stable handling characteristics and compatibility with standard synthetic protocols.

Application

2-(Hydroxymethyl)-4-iodophenol serves as a versatile building block for Suzuki-Miyaura and Sonogashira coupling reactions, enabling efficient construction of biaryl and alkynylated scaffolds. The phenolic hydroxyl group offers orthogonal reactivity for derivatization, while the iodide facilitates reliable cross-coupling under mild conditions. Bench-stable and amenable to standard purification protocols, it functions effectively in the synthesis of functionalized heterocycles and advanced intermediates for medicinal chemistry applications.

Synthesis

  • Route1

    References

    • MERCK SHARP and DOHME LIMITED; LADDUWAHETTY, Tamara Patent: WO2006/100519 A1, 2006 ; Location in patent: Page/Page column 15 ; WO 2006/100519 A1
  • Route2

    References

    • Smith, Mark E.B.; Gunn, Richard M.; Rosivatz, Evelyn; Mak, Lok H.; Woscholski, Ruediger; Hailes, Helen C. Bioorganic and Medicinal Chemistry, 2010 , vol. 18, # 14 p. 4917 - 4927
  • Route3
    • null|null
      540-38-5
    • ~67%
    • In-stock
      2-(Hydroxymethyl)-4-iodophenol|CS-0163215
      14056-07-6

    References

    • Casiraghi, Giovanni; Casnati, Giuseppe; Puglia, Giuseppe; Sartori, Giovanni Synthesis, 1980 , # 2 p. 124 - 125

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

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Computational Chemistry Data

  • TPSA   40.46
  • LogP   1.4891
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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