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CS-W001157 4
Total: USD 88.00

3-Iodo-N,N-dimethylaniline

  • CAS No. 33454-16-9

  • Cat. No. CS-0516521
  • Purity≥98%
  • MDL No.None

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

3-Iodo-N,N-dimethylaniline|CS-0516521

Structure of 33454-16-9

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General Information

  • CAS No. 33454-16-9
  • Cat. No. CS-0516521
  • Purity ≥98%
  • MDL No. None
  • Storage -20°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₀IN
  • Molecular Weight 247.08
  • Synonym(s) None
  • SMILES CN(C)C1=CC=CC(I)=C1

Description

3-Iodo-N,N-dimethylaniline delivers a reactive iodine handle for cross-coupling transformations, featuring a strongly electron-donating dimethylamino group that enhances reactivity. This bench-stable aryl iodide integrates readily into palladium-catalyzed processes and serves as a direct precursor to functionalized aromatic systems under standard conditions.

Application

3-Iodo-N,N-dimethylaniline serves as a versatile aryl iodide building block for palladium-catalyzed cross-coupling reactions, enabling efficient C–C and C–heteroatom bond formation. The dimethylamino group enhances electron density at the aromatic ring, promoting reactivity in Suzuki, Stille, and Negishi couplings. Its bench-stable crystalline form facilitates handling and purification, while the iodide functionality offers high chemoselectivity under standard catalytic 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-H319-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   3.24
  • LogP   2.3572
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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