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2-Iodo-1,3-dimethylbenzene

  • CAS No. 608-28-6

  • Cat. No. CS-D0546
  • Purity≥95%
  • MDL No.MFCD00019012

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

2-Iodo-1,3-dimethylbenzene|CS-D0546

Structure of 608-28-6

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General Information

  • CAS No. 608-28-6
  • Cat. No. CS-D0546
  • Purity ≥95%
  • MDL No. MFCD00019012
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉I
  • Molecular Weight 232.06
  • Synonym(s) 1,2-Dimethyl-2-jodbenzol
  • SMILES IC1=C(C)C=CC=C1C

Description

2-Iodo-1,3-dimethylbenzene features a strategically positioned iodine atom flanked by two methyl groups, enabling direct functionalization in cross-coupling reactions. This ortho-iodinated aromatic scaffold offers enhanced reactivity and stability under standard conditions, facilitating efficient access to substituted biaryl systems.

Application

2-Iodo-1,3-dimethylbenzene serves as a versatile aryl iodide building block in cross-coupling reactions, enabling efficient Suzuki, Stille, and Negishi transformations. Its ortho-iodo substitution pattern combined with methyl groups enhances regioselectivity and stability under standard reaction conditions. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis of complex biaryl scaffolds and functionalized heterocycles in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Niu, Liting; Zhang, Hao; Yang, Haijun; Fu, Hua Synlett, 2014 , vol. 25, # 7 art. no. 691, p. 995 - 1000
  • Route2
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      87-62-7
    • ~%
    • In-stock
      2-Iodo-1,3-dimethylbenzene|CS-D0546
      608-28-6

    References

    • Journal of the American Chemical Society, , vol. 71, p. 1362,1366 Monatshefte fuer Chemie, , vol. 64, p. 361,364, 365 Monatshefte fuer Chemie, , vol. 65, p. 6,14
  • Route3

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 11, # 3 p. 327 - 329

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1760
Class : 8
Packing Group : Ⅲ
Hazard Statements : H315-H318-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   0
  • LogP   2.90804
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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