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CS-W001157 4
Total: USD 88.00

1-(Tert-butyl)-2-nitrobenzene

  • CAS No. 1886-57-3

  • Cat. No. CS-0328432
  • Purity≥96%
  • MDL No.MFCD00082705

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

1-(Tert-butyl)-2-nitrobenzene|CS-0328432

Structure of 1886-57-3

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General Information

  • CAS No. 1886-57-3
  • Cat. No. CS-0328432
  • Purity ≥96%
  • MDL No. MFCD00082705
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₃NO₂
  • Molecular Weight None
  • Synonym(s) 1-tert-Butyl-2-nitrobenzene
  • SMILES CC(C)(C)C1=CC=CC=C1[N+](=O)[O-]

Description

1-(Tert-butyl)-2-nitrobenzene features a sterically hindered tert-butyl group flanking an electron-deficient nitro moiety, enabling selective functionalization in electrophilic aromatic substitution. This robust scaffold delivers enhanced stability under standard conditions and facilitates efficient coupling in multi-step synthesis.

Application

1-(Tert-butyl)-2-nitrobenzene serves as a valuable building block in synthetic organic chemistry, enabling regioselective functionalization of the aromatic ring via directed ortho-metalation. Its tert-butyl group provides steric bulk and enhances bench stability, while the nitro group functions as a strong electron-withdrawing director for subsequent transformations. This compound facilitates efficient access to substituted benzenes and heterocyclic scaffolds commonly found in pharmaceutical intermediates.

Synthesis

  • Route1

    References

    • Li, Li Xia; Ling, Qi Long; Liu, Zu Liang; Xing, Xiao Dong; Zhu, Xiao Qin; Meng, Xiao Bulletin of the Korean Chemical Society, 2012 , vol. 33, # 10 p. 3373 - 3377
  • Route2
    • null|null
      253185-03-4
    • ~69%
    • In-stock
      1-(Tert-butyl)-2-nitrobenzene|CS-0328432
      1886-57-3

    References

    • Kamer, Paul C. J.; Nolte, Roeland J. M.; Drenth, Wiendelt Journal of the American Chemical Society, 1988 , vol. 110, # 20 p. 6818 - 6825
  • Route3
    • null|null
      253185-03-4
    • ~16%
    • In-stock
      1-(Tert-butyl)-2-nitrobenzene|CS-0328432
      1886-57-3
    • In-stock
      1-(Tert-butyl)-4-nitrobenzene|CS-0318095
      3282-56-2

    References

    • Laszlo, Pierre; Vandormael, Joseph Chemistry Letters, 1988 , p. 1843 - 1846

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

Quality Control

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Computational Chemistry Data

  • TPSA   43.14
  • LogP   2.8923
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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