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CS-W001157 4
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4-tert-Butylpyridine-2-carbonitrile

  • CAS No. 42205-73-2

  • Cat. No. CS-0214873
  • Purity≥98%
  • MDL No.None

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

4-tert-Butylpyridine-2-carbonitrile|CS-0214873

Structure of 42205-73-2

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General Information

  • CAS No. 42205-73-2
  • Cat. No. CS-0214873
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₂N₂
  • Molecular Weight 160.22
  • Synonym(s) None
  • SMILES CC(C)(C)C1=CC(=NC=C1)C#N

Description

4-tert-Butylpyridine-2-carbonitrile features a sterically hindered tert-butyl group and an electron-deficient nitrile moiety positioned ortho to the pyridine nitrogen. This combination enhances its stability and modulates electronic properties, enabling effective coordination in catalytic systems. The molecule integrates readily into ligand frameworks for transition metal complexes.

Application

4-tert-Butylpyridine-2-carbonitrile serves as a versatile building block in medicinal chemistry and catalysis, offering a robust pyridine scaffold with orthogonal functional handles. The tert-butyl group provides steric bulk and enhanced solubility, while the nitrile enables nucleophilic addition, imine formation, or conversion to amides and carboxylic acids. Its stability under standard reaction conditions facilitates efficient transformations in multistep syntheses and ligand development.

Synthesis

  • Route1
    • null|null
      23569-17-7
    • null|null
      7677-24-9
    • ~98%
    • In-stock
      4-tert-Butylpyridine-2-carbonitrile|CS-0214873
      42205-73-2

    References

    • Custelcean, Radu; Bonnesen, Peter V.; Duncan, Nathan C.; Zhang, Xiaohua; Watson, Lori A.; Van Berkel, Gary; Parson, Whitney B.; Hay, Benjamin P. Journal of the American Chemical Society, 2012 , vol. 134, # 20 p. 8525 - 8534
  • Route2
    • null|null
      23569-17-7
    • null|null
      77-78-1
    • ~24%
    • In-stock
      4-tert-Butylpyridine-2-carbonitrile|CS-0214873
      42205-73-2

    References

    • Shiseido Company, Ltd. Patent: US5219847 A1, 1993 ;
  • Route3
    • null|null
      151-50-8
    • null|null
      95111-63-0
    • ~45%
    • In-stock
      4-tert-Butylpyridine-2-carbonitrile|CS-0214873
      42205-73-2

    References

    • Greci, Lucedio; Alberti, Angelo; Carelli, Italo; Trazza, Antonio; Casini, Antonio Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1984 , p. 2013 - 2018

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   36.68
  • LogP   2.25078
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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