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CS-W001157 4
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5-Chloro-2-iodobenzonitrile

  • CAS No. 549547-88-8

  • Cat. No. CS-0131319
  • Purity≥96%
  • MDL No.MFCD09025675

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

5-Chloro-2-iodobenzonitrile|CS-0131319

Structure of 549547-88-8

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General Information

  • CAS No. 549547-88-8
  • Cat. No. CS-0131319
  • Purity ≥96%
  • MDL No. MFCD09025675
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₃ClIN
  • Molecular Weight 263.46
  • Synonym(s) None
  • SMILES N#CC1=CC(Cl)=CC=C1I

Description

5-Chloro-2-iodobenzonitrile features a chlorine substituent at the meta position and an iodine atom at the ortho position relative to the nitrile group, creating a sterically accessible, electron-deficient aryl halide platform. This configuration enables efficient coupling in palladium-catalyzed cross-coupling reactions, particularly Suzuki-Miyaura and Stille transformations, due to enhanced reactivity and stability under standard conditions.

Application

5-Chloro-2-iodobenzonitrile serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling the construction of biaryl and heteroaryl scaffolds. The ortho-iodo group facilitates efficient palladium-catalyzed coupling, while the nitrile and chloro substituents provide orthogonal reactivity for downstream functionalization. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for medicinal chemistry and process development workflows.

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   23.79
  • LogP   2.81628
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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