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CS-W001157 4
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4-(tert-Butyl)-2-nitroaniline

  • CAS No. 6310-19-6

  • Cat. No. CS-W004854
  • Purity≥97%
  • MDL No.MFCD00066305

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

4-(tert-Butyl)-2-nitroaniline|CS-W004854

Structure of 6310-19-6

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General Information

  • CAS No. 6310-19-6
  • Cat. No. CS-W004854
  • Purity ≥97%
  • MDL No. MFCD00066305
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₄N₂O₂
  • Molecular Weight 194.23
  • Synonym(s) 4-tert-Butyl-2-nitroaniline
  • SMILES NC1=CC=C(C(C)(C)C)C=C1[N+]([O-])=O

Description

4-(tert-Butyl)-2-nitroaniline features a sterically hindered tert-butyl group flanking a nitro-substituted aromatic ring, enhancing stability and solubility in organic media. This electron-deficient aniline derivative integrates readily into coupling reactions and serves as a key intermediate for pharmaceuticals and agrochemicals.

Application

4-(tert-Butyl)-2-nitroaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted anilines via selective reduction. Its tert-butyl group provides steric protection and enhanced solubility, while the ortho-nitro functionality facilitates electrophilic substitution and subsequent coupling reactions. The compound exhibits excellent bench stability and simplifies purification due to low volatility and high crystallinity, making it well-suited for multi-step syntheses and scale-up processes.

Synthesis

  • Route1
    • null|null
      40655-37-6
    • ~99%
    • In-stock
      4-(tert-Butyl)-2-nitroaniline|CS-W004854
      6310-19-6

    References

    • Frantz, Derik K.; Linden, Anthony; Baldridge, Kim K.; Siegel, Jay S. Journal of the American Chemical Society, 2012 , vol. 134, # 3 p. 1528 - 1535
  • Route2
    • null|null
      103-84-4
    • ~%
    • In-stock
      4-(tert-Butyl)-2-nitroaniline|CS-W004854
      6310-19-6

    References

    • Journal of the American Chemical Society, , vol. 90, p. 2049 - 2056
  • Route3
    • null|null
      253185-03-4
    • ~%
    • In-stock
      4-(tert-Butyl)-2-nitroaniline|CS-W004854
      6310-19-6

    References

    • Journal of Medicinal Chemistry, , vol. 38, # 25 p. 4906 - 4916

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅱ
Hazard Statements : H302-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

Quality Control

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Computational Chemistry Data

  • TPSA   69.16
  • LogP   2.4745
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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