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2-Iodo-n-methylacetamide

  • CAS No. 83487-42-7

  • Cat. No. CS-0244983
  • Purity≥98%
  • MDL No.None

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

2-Iodo-n-methylacetamide|CS-0244983

Structure of 83487-42-7

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General Information

  • CAS No. 83487-42-7
  • Cat. No. CS-0244983
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃H₆INO
  • Molecular Weight 198.99
  • Synonym(s) n-Methyliodoacetamide
  • SMILES CNC(CI)=O

Description

2-Iodo-N-methylacetamide is a reactive iodide-containing amide featuring a methylated nitrogen and a labile iodo substituent. This compound integrates readily into cross-coupling reactions, enabling efficient access to functionalized acetamides under mild conditions. Its bench-stable nature facilitates handling in synthetic workflows requiring precise halogenation control.

Application

2-Iodo-N-methylacetamide serves as a versatile iodinated building block for late-stage functionalization and cross-coupling reactions. Its iodide group enables reliable Suzuki, Stille, and Negishi coupling protocols under standard conditions, while the N-methyl amide functionality provides enhanced metabolic stability and solubility in medicinal chemistry applications. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis workflows in API development and heterocycle construction.

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P405-P501

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Computational Chemistry Data

  • TPSA   29.1
  • LogP   0.1674
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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