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CS-W001157 4
Total: USD 88.00

2-Iodobenzonitrile

  • CAS No. 4387-36-4

  • Cat. No. CS-W010392
  • Purity≥97%
  • MDL No.MFCD00079761

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

2-Iodobenzonitrile|CS-W010392

Structure of 4387-36-4

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General Information

  • CAS No. 4387-36-4
  • Cat. No. CS-W010392
  • Purity ≥97%
  • MDL No. MFCD00079761
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄IN
  • Molecular Weight 229.02
  • Synonym(s) 1-Cyano-2-iodobenzene
  • SMILES N#CC1=CC=CC=C1I

Description

2-Iodobenzonitrile serves as a pivotal building block in cross-coupling chemistry, featuring a strategically positioned iodide and nitrile group for orthogonal reactivity. This bench-stable aryl halide enables efficient palladium-catalyzed transformations, integrating seamlessly into the synthesis of functionalized biaryls and heterocyclic scaffolds under standard conditions.

Application

2-Iodobenzonitrile serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient C–C and C–heteroatom bond formation. Its iodine functionality offers high reactivity in Pd- or Ni-catalyzed processes, while the nitrile group provides orthogonal handle for further derivatization. Bench-stable and readily purified by recrystallization, it facilitates reliable synthesis of substituted benzonitriles, heterocyclic scaffolds, and functionalized aryl intermediates in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      100-47-0
    • ~99%
    • In-stock
      2-Iodobenzonitrile|CS-W010392
      4387-36-4

    References

    • Snegaroff, Katia; Komagawa, Shinsuke; Chevallier, Floris; Gros, Philippe C.; Golhen, Stephane; Roisnel, Thierry; Uchiyama, Masanobu; Mongin, Florence Chemistry - A European Journal, 2010 , vol. 16, # 27 p. 8191 - 8201
  • Route2

    References

    • Suzuki, Yusuke; Moriyama, Katsuhiko; Togo, Hideo Tetrahedron, 2011 , vol. 67, # 41 p. 7956 - 7962
  • Route3

    References

    • Vajpayee, Vaishali; Moon, Mi Eun; Lee, Sunmi; Ravikumar, Sambandam; Kim, Hyunuk; Ahn, Byungchan; Choi, Seoyoon; Hong, Soon Ho; Chi, Ki-Whan Tetrahedron, 2013 , vol. 69, # 16 p. 3511 - 3517

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-H319
Precautionary Statements : P264-P270-P280-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   23.79
  • LogP   2.16288
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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