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CS-W001157 4
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5-Methyl-2-iodobenzoic acid

  • CAS No. 52548-14-8

  • Cat. No. CS-W009152
  • Purity≥98%
  • MDL No.MFCD00079765

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

5-Methyl-2-iodobenzoic acid|CS-W009152

Structure of 52548-14-8

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General Information

  • CAS No. 52548-14-8
  • Cat. No. CS-W009152
  • Purity ≥98%
  • MDL No. MFCD00079765
  • 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-Iodo-5-methylbenzoic acid; 3-Carboxy-4-iodotoluene, 6-Iodo-m-toluic acid
  • SMILES O=C(O)C1=CC(C)=CC=C1I

Description

5-Methyl-2-iodobenzoic acid features a strategically positioned iodine atom and methyl group on the aromatic ring, enabling direct functionalization in cross-coupling reactions. This bench-stable derivative integrates readily into synthetic sequences requiring halogen-directed derivatization, offering predictable reactivity under standard conditions.

Application

5-Methyl-2-iodobenzoic acid serves as a versatile building block for palladium-catalyzed cross-coupling reactions, enabling efficient C–C bond formation under standard Suzuki, Stille, and Negishi conditions. The iodide group exhibits high reactivity with minimal side processes, while the carboxylic acid functionality allows for direct derivatization or use in amide coupling protocols. Bench-stable and compatible with diverse functional groups, it facilitates streamlined synthesis of substituted aromatic scaffolds relevant to medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • MITSUBISHI GAS CHEMICAL COMPANY, INC. Patent: EP1595862 A1, 2005 ; Location in patent: Page/Page column 8 ;
  • Route2

    References

    • Wertz, Sebastian; Kodama, Shintaro; Studer, Armido Angewandte Chemie - International Edition, 2011 , vol. 50, # 48 p. 11511 - 11515
  • Route3
    • In-stock
      3-Methylbenzoic acid|CS-0008583
      99-04-7
    • ~72%
    • null|null
      1048025-55-3
    • In-stock
      5-Methyl-2-iodobenzoic acid|CS-W009152
      52548-14-8

    References

    • Mei, Tian-Sheng; Giri, Ramesh; Maugel, Nathan; Yu, Jin-Quan Angewandte Chemie - International Edition, 2008 , vol. 47, # 28 p. 5215 - 5219

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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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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