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CS-W001157 4
Total: USD 88.00

4-(sec-Butyl)aniline

  • CAS No. 30273-11-1

  • Cat. No. CS-W022027
  • Purity≥98%
  • MDL No.MFCD00010223

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

4-(sec-Butyl)aniline|CS-W022027

Structure of 30273-11-1

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General Information

  • CAS No. 30273-11-1
  • Cat. No. CS-W022027
  • Purity ≥98%
  • MDL No. MFCD00010223
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₅N
  • Molecular Weight 149.23
  • Synonym(s) p-sec-Butylaniline
  • SMILES NC1=CC=C(C(C)CC)C=C1

Description

4-(sec-Butyl)aniline features a sterically hindered sec-butyl group at the para position of an aromatic amine, enhancing metabolic stability and influencing electronic properties. This substitution pattern improves solubility in organic media while maintaining reactivity in coupling processes. The molecule serves as a valuable intermediate in pharmaceutical synthesis and functional material design, where controlled steric and electronic profiles are essential.

Application

4-(sec-Butyl)aniline serves as a versatile building block in medicinal chemistry and materials science, enabling the construction of functionalized aromatic scaffolds. Its secondary alkyl substituent provides enhanced lipophilicity and metabolic stability compared to linear analogs, while maintaining compatibility with standard coupling reactions such as Suzuki-Miyaura and Buchwald-Hartwig protocols. The molecule exhibits good bench stability, ease of purification, and tolerance to diverse reaction conditions, making it suitable for iterative synthesis and scale-up applications.

Synthesis

  • Route1
    • 1-(Sec-butyl)-4-nitrobenzene|CS-0317849
      4237-40-5
    • ~88%
    • In-stock
      4-(sec-Butyl)aniline|CS-W022027
      30273-11-1

    References

    • Hartmann; Batzl European Journal of Medicinal Chemistry, 1992 , vol. 27, # 5 p. 537 - 544
  • Route2
    • null|null
      513-48-4
    • In-stock
      4-Iodoaniline, 98%|CS-W008946
      540-37-4
    • ~62%
    • In-stock
      4-(sec-Butyl)aniline|CS-W022027
      30273-11-1

    References

    • Joshi-Pangu, Amruta; Ganesh, Madhu; Biscoe, Mark R. Organic Letters, 2011 , vol. 13, # 5 p. 1218 - 1221
  • Route3
    • null|null
      92100-30-6
    • ~%
    • In-stock
      4-(sec-Butyl)aniline|CS-W022027
      30273-11-1

    References

    • US3947434 A1, ;

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.02
  • LogP   2.7823
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   2

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