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(5-Fluoro-2-iodophenyl)methanol

  • CAS No. 877264-43-2

  • Cat. No. CS-0037691
  • Purity≥98%
  • MDL No.None

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

(5-Fluoro-2-iodophenyl)methanol|CS-0037691

Structure of 877264-43-2

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General Information

  • CAS No. 877264-43-2
  • Cat. No. CS-0037691
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆FIO
  • Molecular Weight 252.03
  • Synonym(s) 5-FLUORO-2-IODOBENZYL ALCOHOL
  • SMILES C1=C(C=C(CO)C(=C1)I)F

Description

This (5-fluoro-2-iodophenyl)methanol features a reactive iodide handle flanked by electron-withdrawing fluorine and aromatic stabilization, enabling efficient cross-coupling transformations. The benzylic alcohol functionality offers direct access to diverse derivatives under standard conditions.

Application

(5-Fluoro-2-iodophenyl)methanol serves as a versatile building block in cross-coupling chemistry, enabling efficient access to biaryl scaffolds via Pd-catalyzed reactions. The iodide group facilitates reliable Suzuki, Stille, and Negishi couplings, while the pendant benzylic alcohol offers straightforward functionalization—oxidation to aldehyde or carboxylic acid, or protection as ethers—without compromising reactivity. Its bench-stable nature and compatibility with diverse reaction conditions make it well-suited for iterative synthesis in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • PFIZER INC.; BAILEY, Simon; BURKE, Benjamin, Joseph; COLLINS, Michael, Raymond; CUI, Jingrong, Jean; DEAL, Judith, Gail; HOFFMAN, Robert, Louis; HUANG, Qinhua; JOHNSON, Ted, William; KANIA, Robert, Steven; KATH, John, Charles; LE, Phuong, Thi, Quy; MCTIGUE, Michele, Ann; PALMER, Cynthia, Louise; RICHARDSON, Paul, Francis; SACH, Neal, William Patent: WO2013/132376 A1, 2013 ; Location in patent: Page/Page column 238 ;
  • Route2

    References

    • Chemical Communications, , vol. 49, # 31 p. 3254 - 3256

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   1.9226
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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