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CS-W001157 4
Total: USD 88.00

3-Iodo-4-methylaniline

  • CAS No. 35944-64-0

  • Cat. No. CS-W005108
  • Purity≥98%
  • MDL No.MFCD00047843

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

3-Iodo-4-methylaniline|CS-W005108

Structure of 35944-64-0

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General Information

  • CAS No. 35944-64-0
  • Cat. No. CS-W005108
  • Purity ≥98%
  • MDL No. MFCD00047843
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈IN
  • Molecular Weight 233.05
  • Synonym(s) 4-Amino-2-iodotoluene
  • SMILES NC1=CC=C(C)C(I)=C1

Description

3-Iodo-4-methylaniline features a para-methyl-substituted aniline scaffold with a reactive iodine handle, enabling direct functionalization in cross-coupling processes. This bench-stable, moisture-tolerant aryl iodide integrates efficiently into complex molecular architectures under standard conditions.

Application

3-Iodo-4-methylaniline serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions such as Suzuki-Miyaura and Buchwald-Hartwig couplings. The iodine handle provides high reactivity under standard conditions, while the aniline functionality offers moderate basicity and compatibility with common protecting groups. Bench-stable and readily purified by recrystallization, it facilitates efficient access to substituted biaryls and heterocyclic scaffolds relevant to API development.

Synthesis

  • Route1

    References

    • Journal of the American Chemical Society, , vol. 49, p. 1807,1808
  • Route2

    References

    • Tetrahedron Letters, , vol. 30, # 8 p. 899 - 902
  • Route3

    References

    • Tetrahedron Letters, , vol. 30, # 8 p. 899 - 902

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H317-H318
Precautionary Statements : P261-P264-P270-P272-P280-P302+P352-P330-P363-P405-P501

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Computational Chemistry Data

  • TPSA   26.02
  • LogP   2.18182
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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