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CS-W001157 4
Total: USD 88.00

2-(4-Iodophenyl)acetonitrile

  • CAS No. 51628-12-7

  • Cat. No. CS-W005301
  • Purity≥97%
  • MDL No.MFCD00060306

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

2-(4-Iodophenyl)acetonitrile|CS-W005301

Structure of 51628-12-7

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General Information

  • CAS No. 51628-12-7
  • Cat. No. CS-W005301
  • Purity ≥97%
  • MDL No. MFCD00060306
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆IN
  • Molecular Weight 243.04
  • Synonym(s) 4-Iodophenylacetonitrile
  • SMILES N#CCC1=CC=C(I)C=C1

Description

2-(4-Iodophenyl)acetonitrile features a para-iodinated phenyl ring linked to a nitrile-bearing acetyl side chain, enabling direct incorporation into Suzuki-Miyaura and other cross-coupling reactions. The iodine moiety facilitates efficient palladium-catalyzed transformations, while the nitrile group offers synthetic versatility for downstream functionalization. This bench-stable reagent serves as a key building block in pharmaceutical and agrochemical synthesis.

Application

2-(4-Iodophenyl)acetonitrile serves as a versatile building block in cross-coupling chemistry, enabling efficient Suzuki and Sonogashira reactions due to its stable iodide functionality and compatible nitrile group. Its bench-stable nature and straightforward purification facilitate integration into multi-step syntheses of functionalized biaryls and heterocyclic scaffolds common in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Klapars, Artis; Buchwald, Stephen L. Journal of the American Chemical Society, 2002 , vol. 124, # 50 p. 14844 - 14845
  • Route2

    References

    • Morinaga Milk Industry Co., Ltd. Patent: US5574062 A1, 1996 ;
  • Route3

    References

    • Morinaga Milk Industry Co., Ltd. Patent: US5589506 A1, 1996 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 3439
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H302+H312-H331
Precautionary Statements : P261-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   23.79
  • LogP   2.35728
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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