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CS-W001157 4
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Methyl 2-(4-iodophenyl)acetate

  • CAS No. 63349-52-0

  • Cat. No. CS-0094448
  • Purity≥96%
  • MDL No.MFCD09752980

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

Methyl 2-(4-iodophenyl)acetate|CS-0094448

Structure of 63349-52-0

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General Information

  • CAS No. 63349-52-0
  • Cat. No. CS-0094448
  • Purity ≥96%
  • MDL No. MFCD09752980
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉IO₂
  • Molecular Weight 276.07
  • Synonym(s) Methyl 4-Iodophenylacetate
  • SMILES O=C(OC)CC1=CC=C(I)C=C1

Description

Methyl 2-(4-iodophenyl)acetate is a bench-stable aryl iodide derivative featuring a pendant ester group, enabling direct coupling in Pd-catalyzed cross-coupling reactions. The para-iodo substitution provides high reactivity in Suzuki, Stille, and Negishi transformations, while the methyl ester offers straightforward derivatization pathways. This compound serves as a key building block for functionalized biaryl architectures in medicinal chemistry and materials synthesis.

Application

Methyl 2-(4-iodophenyl)acetate serves as a versatile building block in cross-coupling chemistry, enabling efficient C–C bond formation via palladium-catalyzed reactions. The iodophenyl group exhibits high reactivity in Suzuki, Stille, and Negishi couplings, while the ester functionality offers compatibility with subsequent transformations. Its bench-stable nature and straightforward purification make it well-suited for iterative synthesis of complex aryl-containing scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      2-(4-Iodophenyl)acetic acid|CS-W002345
      1798-06-7
    • ~97%
    • In-stock
      Methyl 2-(4-iodophenyl)acetate|CS-0094448
      63349-52-0

    References

    • Mammen, Mathai; Mischki, Trevor; Hughes, Adam; Ji, Yu-Hua Patent: US2006/35933 A1, 2006 ; Location in patent: Page/Page column 29 ; US 20060035933 A1
  • Route2

    References

    • Mammen, Mathai; Dunham, Sarah; Hughes, Adam; Lee, Tae Weon; Husfeld, Cralg; Stangeland, Eric Patent: US2004/167167 A1, 2004 ; Location in patent: Page/Page column 50 ; US 20040167167 A1
  • Route3
    • null|null
      67-56-1
    • ~%
    • In-stock
      Methyl 2-(4-iodophenyl)acetate|CS-0094448
      63349-52-0

    References

    • BRISTOL-MYERS SQUIBB COMPANY Patent: WO2003/99276 A1, 2003 ; Location in patent: Page 366-367 ; WO 03/099276 A1

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 : P233-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   2.0067
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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