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CS-W001157 4
Total: USD 88.00

2-Bromo-4-(tert-butyl)aniline

  • CAS No. 103273-01-4

  • Cat. No. CS-0097739
  • Purity≥96%
  • MDL No.MFCD00052693

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

2-Bromo-4-(tert-butyl)aniline|CS-0097739

Structure of 103273-01-4

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General Information

  • CAS No. 103273-01-4
  • Cat. No. CS-0097739
  • Purity ≥96%
  • MDL No. MFCD00052693
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₄BrN
  • Molecular Weight 228.13
  • Synonym(s) 2-Bromo-4-tert-butylaniline
  • SMILES NC1=CC=C(C(C)(C)C)C=C1Br

Description

2-Bromo-4-(tert-butyl)aniline features a sterically hindered tert-butyl group that enhances stability and modulates reactivity. This electron-rich arylamine integrates readily into cross-coupling reactions and serves as a key intermediate in pharmaceutical synthesis, particularly for targeted heterocyclic scaffolds requiring precise substitution patterns.

Application

2-Bromo-4-(tert-butyl)aniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient Suzuki-Miyaura and Ullmann coupling reactions. The tert-butyl group provides steric bulk and enhanced metabolic stability, while the bromo substituent offers high reactivity in palladium-catalyzed cross-coupling protocols. Its bench-stable nature and compatibility with diverse functional groups facilitate straightforward purification and integration into complex molecular architectures.

Synthesis

  • Route1

    References

    • Zhang, Qiang; Peng, Youyi; Welsh, William J. Heterocycles, 2006 , vol. 68, # 12 p. 2635 - 2645
  • Route2
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      91801-97-7
    • ~%
    • In-stock
      2-Bromo-4-(tert-butyl)aniline|CS-0097739
      103273-01-4

    References

    • Chemische Berichte, , vol. 95, p. 1921 - 1942
  • Route3

    References

    • Tetrahedron, , vol. 57, # 38 p. 8075 - 8083

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

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Computational Chemistry Data

  • TPSA   26.02
  • LogP   3.3288
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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