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CS-W001157 4
Total: USD 88.00

4-Bromo-2-ethoxyaniline

  • CAS No. 57279-73-9

  • Cat. No. CS-0534782
  • Purity≥95%
  • MDL No.None

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

4-Bromo-2-ethoxyaniline|CS-0534782

Structure of 57279-73-9

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General Information

  • CAS No. 57279-73-9
  • Cat. No. CS-0534782
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₀BrNO
  • Molecular Weight 216.08
  • Synonym(s) None
  • SMILES NC1=CC=C(Br)C=C1OCC

Description

4-Bromo-2-ethoxyaniline serves as a key intermediate in the synthesis of functional dyes and pharmaceuticals. The ethoxy group enhances solubility in organic solvents, while the bromine atom enables facile cross-coupling reactions. This compound exhibits stability under standard handling conditions and integrates efficiently into complex molecular architectures.

Application

4-Bromo-2-ethoxyaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromo functionality. The ethoxy group provides enhanced solubility and stability compared to unsubstituted analogs, while the aniline moiety facilitates subsequent derivatization via acylation, diazotization, or electrophilic substitution. Its bench-stable nature and compatibility with standard purification protocols make it suitable for scalable synthetic workflows.

Synthesis

  • Route1

    References

    • BRISTOL-MYERS SQUIBB COMPANY Patent: WO2007/76431 A1, 2007 ; Location in patent: Page/Page column 210 ; WO 2007/076431 A1
  • Route2

    References

    • Callaghan,P.D. et al. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1975 , p. 1386 - 1390
  • Route3

    References

    • CANCER RESEARCH TECHNOLOGY LIMITED; HOELDER, Swen; BLAGG, Julian; SOLANKI, Savade; WOODWARD, Hannah; NAUD, Sebastian; BAVETSIAS, Vassilios; SHELDRAKE, Peter; INNOCENTI, Paolo; CHEUNG, Jack; ATRASH, Butrus Patent: WO2014/37750 A1, 2014 ;

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   35.25
  • LogP   2.43
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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