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CS-W001157 4
Total: USD 88.00

2-Iodo-4-methylaniline

  • CAS No. 29289-13-2

  • Cat. No. CS-W004684
  • Molecule weight233.05
  • Purity≥98%
  • MDL No.MFCD03407391

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

2-Iodo-4-methylaniline|CS-W004684

Structure of 29289-13-2

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General Information

  • CAS No. 29289-13-2
  • Cat. No. CS-W004684
  • Purity ≥98%
  • MDL No. MFCD03407391
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈IN
  • Molecular Weight 233.05
  • Synonym(s) 2-iodo-4-methylbenzenamide
  • SMILES NC1=CC=C(C)C=C1I

Description

2-Iodo-4-methylaniline features a para-methyl group and an iodo substituent on the aromatic ring, delivering enhanced reactivity in cross-coupling processes. This bench-stable derivative enables efficient access to functionalized anilines under standard conditions.

Application

2-Iodo-4-methylaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its reactive iodide functionality. The ortho-iodo group facilitates efficient C–C and C–heteroatom bond formation under standard conditions, while the para-methyl aniline moiety provides electronic modulation and enhanced stability. Its bench-stable crystalline form simplifies handling and purification, making it well-suited for iterative synthetic sequences and scale-up applications.

Synthesis

  • Route1
    • null|null
      106-49-0
    • ~97%
    • In-stock
      2-Iodo-4-methylaniline|CS-W004684
      29289-13-2

    References

    • Ezquerra, Jesus; Pedregal, Concepcion; Lamas, Carlos; Barluenga, Jose; Perez, Marta; Garcia-Martin, Miguel Angel; Gonzalez, Jose M. Journal of Organic Chemistry, 1996 , vol. 61, # 17 p. 5804 - 5812
  • Route2
    • null|null
      106-49-0
    • ~70%
    • 2,6-Diiodo-4-methylaniline|CS-0438520
      64662-57-3
    • In-stock
      2-Iodo-4-methylaniline|CS-W004684
      29289-13-2

    References

    • Khan, Md. Wahab; Akther, Arifa; Alam, Md. Shariful Synlett, 2014 , vol. 25, # 6 art. no. 4467, p. 831 - 834
  • Route3
    • In-stock
      Copper(II) acetate, 99.99% trace metals basis|CS-0676536
      142-71-2
    • null|null
      106-49-0
    • null|null
      64-19-7
    • ~12%
    • 2,6-Diiodo-4-methylaniline|CS-0438520
      64662-57-3
    • In-stock
      2-Iodo-4-methylaniline|CS-W004684
      29289-13-2
    • null|null
      29289-16-5

    References

    • Hoque, Mohammad Mazharol; Halim, Mohammad A.; Rahman, Mohammad Mizanur; Hossain, Mohammad Ismail; Khan, Md. Wahab Journal of Molecular Structure, 2013 , vol. 1054-1055, p. 367 - 374

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P302+P352-P304+P340

Quality Control

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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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