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CS-W001157 4
Total: USD 88.00

2,5-Dimethyl-4-nitroaniline

  • CAS No. 3460-29-5

  • Cat. No. CS-0153577
  • Purity≥95%
  • MDL No.MFCD00025207

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

2,5-Dimethyl-4-nitroaniline|CS-0153577

Structure of 3460-29-5

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General Information

  • CAS No. 3460-29-5
  • Cat. No. CS-0153577
  • Purity ≥95%
  • MDL No. MFCD00025207
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₀N₂O₂
  • Molecular Weight 166.18
  • Synonym(s) 2-Amino-5-nitro-p-xylene
  • SMILES CC1=C(C=C(C)C(=C1)[N+](=O)[O-])N

Description

2,5-Dimethyl-4-nitroaniline features a nitro group flanked by two methyl substituents, delivering enhanced electron-withdrawing character and improved solubility in organic media. This configuration supports stable participation in electrophilic substitution and coupling reactions, enabling efficient integration into functionalized aromatic scaffolds under standard conditions.

Application

2,5-Dimethyl-4-nitroaniline serves as a valuable building block in medicinal chemistry and agrochemical synthesis, offering predictable reactivity at the aromatic amine and nitro groups. Its methyl substituents provide steric and electronic modulation, enhancing solubility and stability during downstream transformations. The compound facilitates efficient coupling reactions and reduction pathways, enabling access to diverse substituted anilines and heterocyclic scaffolds under standard bench conditions.

Synthesis

  • Route1
    • null|null
      95-78-3
    • ~64%
    • In-stock
      2,5-Dimethyl-4-nitroaniline|CS-0153577
      3460-29-5

    References

    • Bhuiyan, M Delower H; Mahon, Andrew B.; Jensen, Paul; Clegg, Jack K.; Try, Andrew C. European Journal of Organic Chemistry, 2009 , # 5 p. 687 - 698
  • Route2
    • N-(2,5-dimethyl-4-nitrophenyl)acetamide|CS-0326606
      6954-69-4
    • ~%
    • In-stock
      2,5-Dimethyl-4-nitroaniline|CS-0153577
      3460-29-5

    References

    • Journal of the American Chemical Society, , vol. 56, p. 2089,2090
  • Route3
    • N-(2,5-Dimethylphenyl)acetamide|CS-0281034
      2050-44-4
    • ~%
    • In-stock
      2,5-Dimethyl-4-nitroaniline|CS-0153577
      3460-29-5

    References

    • Journal of the American Chemical Society, , vol. 57, p. 1700

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   69.16
  • LogP   1.79384
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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