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CS-W001157 4
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5-Iodo-2-methylbenzoic acid

  • CAS No. 54811-38-0

  • Cat. No. CS-D1105
  • Purity≥98%
  • MDL No.MFCD01570258

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

5-Iodo-2-methylbenzoic acid|CS-D1105

Structure of 54811-38-0

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General Information

  • CAS No. 54811-38-0
  • Cat. No. CS-D1105
  • Purity ≥98%
  • MDL No. MFCD01570258
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇IO₂
  • Molecular Weight 262.04
  • Synonym(s) 2-Methyl-5-iodobenzoic acid; 5- iodine-2- Methylbenzoic acid; 5-Iodo-2-methylbenzoic acid
  • SMILES CC1=C(C(O)=O)C=C(I)C=C1

Description

5-Iodo-2-methylbenzoic acid features a sterically hindered aromatic core with complementary electron-withdrawing iodine and electron-donating methyl groups, enabling selective cross-coupling reactions. This bench-stable derivative delivers high functional group tolerance in palladium-catalyzed transformations.

Application

5-Iodo-2-methylbenzoic acid serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions such as Suzuki, Stille, and Negishi couplings. The iodide group facilitates efficient functionalization, while the carboxylic acid and methyl substituents offer orthogonal reactivity for further derivatization. Its bench-stable nature and compatibility with standard purification methods make it well-suited for use in medicinal chemistry and API intermediate synthesis.

Synthesis

  • Route1
    • o-Toluic acid Tolvaptan  Impurity|CS-0229343
      118-90-1
    • ~94%
    • In-stock
      5-Iodo-2-methylbenzoic acid|CS-D1105
      54811-38-0

    References

    • MITSUBISHI GAS CHEMICAL COMPANY, INC. Patent: EP1642881 A1, 2006 ; Location in patent: Page/Page column 10 ;
  • Route2

    References

    • PFIZER INC. Patent: WO2006/117669 A1, 2006 ; Location in patent: Page/Page column 41; 115 ;
  • Route3
    • o-Toluic acid Tolvaptan  Impurity|CS-0229343
      118-90-1
    • ~90%
    • In-stock
      3-Iodo-2-methylbenzoic acid|CS-0015727
      133232-56-1
    • In-stock
      5-Iodo-2-methylbenzoic acid|CS-D1105
      54811-38-0

    References

    • EP1642881 A1, ; Page/Page column 6 ;

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   37.3
  • LogP   2.29782
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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