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CS-W001157 4
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2-Iodo-6-methoxybenzoic acid

  • CAS No. 66195-39-9

  • Cat. No. CS-0044403
  • Purity≥98%
  • MDL No.None

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

2-Iodo-6-methoxybenzoic acid|CS-0044403

Structure of 66195-39-9

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General Information

  • CAS No. 66195-39-9
  • Cat. No. CS-0044403
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇IO₃
  • Molecular Weight 278.04
  • Synonym(s) N-benzyl-2-iodo-6-methoxybenzamide
  • SMILES O=C(O)C1=C(OC)C=CC=C1I

Description

2-Iodo-6-methoxybenzoic acid features a strategically positioned iodine atom and methoxy group on the aromatic ring, enabling efficient cross-coupling reactions. The carboxylic acid functionality provides a direct handle for peptide coupling or derivatization. This bench-stable reagent combines high reactivity with ease of handling in synthetic workflows.

Application

2-Iodo-6-methoxybenzoic acid serves as a versatile building block for Suzuki-Miyaura and Stille coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. The iodine atom facilitates reliable cross-coupling under standard conditions, while the methoxy and carboxylic acid groups provide orthogonal functional handles for further derivatization. Its bench-stable nature and compatibility with common purification methods make it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Nguyen, Thi-Huu; Chau, Nguyet Trang Thanh; Castanet, Anne-Sophie; Nguyen, Kim Phi Phung; Mortier, Jacques Journal of Organic Chemistry, 2007 , vol. 72, # 9 p. 3419 - 3429
  • Route2

    References

    • Chemical and Pharmaceutical Bulletin, , vol. 11, # 1 p. 123 - 126
  • Route3

    References

    • Chemical and Pharmaceutical Bulletin, , vol. 11, # 1 p. 123 - 126

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   1.998
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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