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CS-W001157 4
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5-(tert-Butyl)-2-chloropyridine

  • CAS No. 102236-19-1

  • Cat. No. CS-0160753
  • Purity≥98%
  • MDL No.MFCD28040569

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

5-(tert-Butyl)-2-chloropyridine|CS-0160753

Structure of 102236-19-1

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General Information

  • CAS No. 102236-19-1
  • Cat. No. CS-0160753
  • Purity ≥98%
  • MDL No. MFCD28040569
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₂ClN
  • Molecular Weight 169.65
  • Synonym(s) None
  • SMILES ClC1=NC=C(C(C)(C)C)C=C1

Description

5-(tert-Butyl)-2-chloropyridine features a sterically hindered tert-butyl group at the 5-position, enhancing stability and solubility in organic media. The electron-deficient 2-chloro substituent enables efficient coupling reactions, particularly in palladium-catalyzed cross-couplings. This structural combination facilitates the synthesis of complex pyridyl architectures with improved functional group tolerance and reduced side reactivity under standard conditions.

Application

5-(tert-Butyl)-2-chloropyridine serves as a versatile building block in medicinal chemistry, enabling regioselective functionalization at the 3-position via transition-metal-catalyzed cross-coupling. The electron-deficient pyridine ring and sterically shielded tert-butyl group enhance stability and facilitate purification, while the chlorine substituent provides reliable reactivity in Pd-catalyzed reactions. This compound functions effectively in the synthesis of complex heterocyclic scaffolds and API intermediates under standard reaction conditions.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302+H312-H315-H412
Precautionary Statements : P264-P270-P273-P280-P302+P352-P330-P362+P364-P501

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   3.0325
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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