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CS-W001157 4
Total: USD 88.00

1-(2-Iodophenyl)ethanone

  • CAS No. 2142-70-3

  • Cat. No. CS-W007878
  • Purity≥97%
  • MDL No.MFCD00094998

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

1-(2-Iodophenyl)ethanone|CS-W007878

Structure of 2142-70-3

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General Information

  • CAS No. 2142-70-3
  • Cat. No. CS-W007878
  • Purity ≥97%
  • MDL No. MFCD00094998
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇IO
  • Molecular Weight 246.05
  • Synonym(s) Iodoacetophenone, 2'-
  • SMILES CC(=O)C1=C(I)C=CC=C1

Description

1-(2-Iodophenyl)ethanone features a benzene ring bearing both iodine and acetyl substituents in ortho configuration, delivering a versatile scaffold for transition-metal-catalyzed cross-coupling reactions. This bench-stable ketone integrates readily into complex molecular architectures under standard conditions.

Application

1-(2-Iodophenyl)ethanone serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, particularly Suzuki-Miyaura and Stille couplings, due to its well-defined aryl iodide functionality. The ketone group provides orthogonal reactivity for further functionalization, enabling efficient synthesis of substituted biaryls and complex heterocycles. Bench-stable and readily purified by crystallization, it offers reliable performance in iterative synthetic sequences.

Synthesis

  • Route1
    • 2'-Aminoacetophenone Linagliptin Impurity|CS-0229112
      551-93-9
    • ~87%
    • In-stock
      1-(2-Iodophenyl)ethanone|CS-W007878
      2142-70-3

    References

    • Krasnokutskaya, Elena A.; Semenischeva, Nadya I.; Filimonov, Victor D.; Knochel, Paul Synthesis, 2007 , # 1 p. 81 - 84
  • Route2
    • In-stock
      1,2-Diiodobenzene|CS-W007538
      615-42-9
    • null|null
      108-24-7
    • ~82%
    • In-stock
      1-(2-Iodophenyl)ethanone|CS-W007878
      2142-70-3

    References

    • Cvengro, Alcohols Jan; Stolz, Daniel; Togni, Antonio Synthesis, 2009 , # 16 p. 2818 - 2824
  • Route3

    References

    • Schroeder, Nils; Wencel-Delord, Joanna; Glorius, Frank Journal of the American Chemical Society, 2012 , vol. 134, # 20 p. 8298 - 8301

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   17.07
  • LogP   2.4938
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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