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CS-W001157 4
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2-Iodo-N,N-dimethylbenzamide

  • CAS No. 54616-46-5

  • Cat. No. CS-0210347
  • Purity≥98%
  • MDL No.MFCD00463660

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

2-Iodo-N,N-dimethylbenzamide|CS-0210347

Structure of 54616-46-5

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General Information

  • CAS No. 54616-46-5
  • Cat. No. CS-0210347
  • Purity ≥98%
  • MDL No. MFCD00463660
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀INO
  • Molecular Weight 275.09
  • Synonym(s) LIJKCLMUVWTDKS-UHFFFAOYSA-N
  • SMILES CN(C)C(=O)C1=C(C=CC=C1)I

Description

2-Iodo-N,N-dimethylbenzamide features a sterically hindered dimethylamino group paired with an iodine substituent at the ortho position, enabling efficient coupling in Pd-catalyzed cross-coupling reactions. This bench-stable aryl iodide integrates readily into complex molecular architectures under standard conditions.

Application

2-Iodo-N,N-dimethylbenzamide serves as a versatile aryl iodide building block for palladium-catalyzed cross-coupling reactions, enabling efficient C–C and C–heteroatom bond formation. The dimethylamide group provides excellent stability and facilitates purification, while the ortho-iodo substituent ensures high reactivity in standard Suzuki, Stille, and Negishi coupling protocols. Its bench-stable crystalline nature supports reliable handling in synthetic workflows targeting complex heterocycles and pharmaceutical intermediates.

Safety Information

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Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

  • TPSA   20.31
  • LogP   1.993
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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