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CS-W001157 4
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2-Chloro-6-ethynylpyridine

  • CAS No. 914950-09-7

  • Cat. No. CS-0210537
  • Purity≥97%
  • MDL No.MFCD13189719

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

2-Chloro-6-ethynylpyridine|CS-0210537

Structure of 914950-09-7

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General Information

  • CAS No. 914950-09-7
  • Cat. No. CS-0210537
  • Purity ≥97%
  • MDL No. MFCD13189719
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄ClN
  • Molecular Weight 137.57
  • Synonym(s) (6-Chloropyridin-2-yl)acetylene
  • SMILES C#CC1=NC(=CC=C1)Cl

Description

2-Chloro-6-ethynylpyridine features a conjugated alkyne tethered to a chloropyridine core, enabling direct incorporation into CuAAC click chemistry workflows. The electron-deficient pyridine ring enhances reactivity in transition-metal-catalyzed couplings, while the terminal alkyne offers high functional group tolerance and compatibility with diverse nucleophiles under standard conditions.

Application

2-Chloro-6-ethynylpyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions to install aryl or heteroaryl extensions. The ortho-chloropyridine functionality offers directed metallation and compatibility with Suzuki, Stille, and Sonogashira protocols. Its ethynyl group facilitates further functionalization via click chemistry or cyclization cascades, while the pyridine ring provides favorable solubility and stability 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+H332-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   1.7163
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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