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CS-W001157 4
Total: USD 88.00

5-Chloro-2-iodophenol

  • CAS No. 136808-72-5

  • Cat. No. CS-W019260
  • Purity≥97%
  • MDL No.MFCD09753473

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

5-Chloro-2-iodophenol|CS-W019260

Structure of 136808-72-5

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General Information

  • CAS No. 136808-72-5
  • Cat. No. CS-W019260
  • Purity ≥97%
  • MDL No. MFCD09753473
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄ClIO
  • Molecular Weight None
  • Synonym(s) 2-Iodo-5-chlorophenol
  • SMILES OC1=CC(Cl)=CC=C1I

Description

5-Chloro-2-iodophenol features a chlorinated and iodinated aromatic scaffold, offering enhanced reactivity in cross-coupling processes. The ortho-iodo group enables efficient palladium-catalyzed transformations, while the para-chloro substituent provides electronic tuning. This compound serves as a valuable intermediate in pharmaceutical and agrochemical synthesis.

Application

5-Chloro-2-iodophenol serves as a versatile building block for palladium-catalyzed cross-coupling reactions, enabling efficient access to substituted biaryls and heterocycles. The ortho-iodo group facilitates reliable C–C bond formation under standard Suzuki, Stille, or Negishi conditions, while the phenolic hydroxyl and chloro substituents offer additional points for selective functionalization. Bench-stable and compatible with common purification methods, it functions effectively in multi-step syntheses targeting pharmaceutical intermediates and agrochemical scaffolds.

Synthesis

  • Route1

    References

    • ELI LILLY AND COMPANY Patent: US2010/69425 A1, 2010 ; Location in patent: Page/Page column 11-12 ;
  • Route2

    References

    • Recueil des Travaux Chimiques des Pays-Bas, , vol. 51, p. 98,109
  • Route3

    References

    • Recueil des Travaux Chimiques des Pays-Bas, , vol. 51, p. 98,109

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-H312-H332
Precautionary Statements : P260-P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P304+P341-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P363-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   20.23
  • LogP   2.6502
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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