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CS-W001157 4
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Ethyl 5-iodo-2-methylbenzoate

  • CAS No. 612833-45-1

  • Cat. No. CS-0096412
  • Purity≥95%
  • MDL No.None

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

Ethyl 5-iodo-2-methylbenzoate|CS-0096412

Structure of 612833-45-1

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General Information

  • CAS No. 612833-45-1
  • Cat. No. CS-0096412
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₁IO₂
  • Molecular Weight 290.10
  • Synonym(s) Benzoic acid, 5-iodo-2-methyl-, ethyl ester
  • SMILES O=C(OCC)C1=CC(I)=CC=C1C

Description

Ethyl 5-iodo-2-methylbenzoate features a para-iodinated benzene ring flanked by an ethyl ester and a methyl group, enabling direct functionalization in cross-coupling reactions. The iodide moiety provides high reactivity under palladium catalysis, while the ester and methyl substituents offer stability and tunable electronic effects. This compound serves as a robust scaffold for synthesizing complex aromatic architectures in medicinal chemistry and materials science.

Application

Ethyl 5-iodo-2-methylbenzoate serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient C–C and C–heteroatom bond formation. The iodide group exhibits high reactivity in palladium-catalyzed coupling processes, while the ester and methyl functionalities offer orthogonal handles for further derivatization. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for medicinal chemistry and process-scale synthesis.

Synthesis

  • Route1

    References

    • GLAXO GROUP LIMITED Patent: WO2003/84917 A1, 2003 ; Location in patent: Page/Page column 63 ;
  • Route2

    References

    • GREEN CROSS CORPORATION; LEE, Jinhwa; KIM, Jeongmin; LEE, Suk Ho; LEE, Junwon; SONG, Kwang-Seop; PARK, Eun-Jung; KIM, Min Ju; SEO, Hee Jeong; LEE, Sung-Han; SON, Eun Jung; KIM, Jong Yup; KANG, Suk Youn; KONG, Younggyu Patent: WO2011/159067 A2, 2011 ; Location in patent: Page/Page column 50-51 ; WO 2011/159067 A2
  • Route3

    References

    • GREEN CROSS CORPORATION; LEE, Jinhwa; KIM, Jeongmin; LEE, Suk Ho; LEE, Junwon; SONG, Kwang-Seop; PARK, Eun-Jung; KIM, Min Ju; SEO, Hee Jeong; LEE, Sung-Han; SON, Eun Jung; KIM, Jong Yup; KANG, Suk Youn; KONG, Younggyu Patent: WO2011/159067 A2, 2011 ; WO 2011/159067 A2

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   26.3
  • LogP   2.77632
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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