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CS-W001157 4
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2-(tert-Butyl)isonicotinaldehyde

  • CAS No. 1023812-90-9

  • Cat. No. CS-0105444
  • Purity≥97%
  • MDL No.MFCD09881169

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

2-(tert-Butyl)isonicotinaldehyde|CS-0105444

Structure of 1023812-90-9

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General Information

  • CAS No. 1023812-90-9
  • Cat. No. CS-0105444
  • Purity ≥97%
  • MDL No. MFCD09881169
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₃NO
  • Molecular Weight 163.22
  • Synonym(s) 2-tert-butylisonicotinaldehyde
  • SMILES O=CC1=CC(C(C)(C)C)=NC=C1

Description

2-(tert-Butyl)isonicotinaldehyde features a sterically hindered tert-butyl group flanking a pyridine ring, enhancing stability and solubility in organic media. This electron-deficient aldehyde integrates readily into cross-coupling reactions and serves as a key building block for bioactive heterocycles and functional materials under standard conditions.

Application

2-(tert-Butyl)isonicotinaldehyde serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling efficient access to functionalized pyridine derivatives. Its aldehyde functionality facilitates nucleophilic additions, reductive aminations, and condensation reactions under mild conditions. The sterically hindered tert-butyl group enhances bench stability and minimizes undesired side reactions, while the isonicotinamide core supports diverse transformations including Suzuki-Miyaura coupling and heterocycle formation. This compound functions effectively in multistep syntheses requiring robust, orthogonal reactivity and clean purification profiles.

Synthesis

  • Route1

    References

    • Hassan, A. Quamrul; Koh, John T. Angewandte Chemie - International Edition, 2008 , vol. 47, # 38 p. 7280 - 7283

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

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Computational Chemistry Data

  • TPSA   29.96
  • LogP   2.1916
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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