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CS-W001157 4
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3-Bromo-2,4-dimethylaniline

  • CAS No. 66314-77-0

  • Cat. No. CS-0139915
  • Purity≥97%
  • MDL No.MFCD20528102

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

3-Bromo-2,4-dimethylaniline|CS-0139915

Structure of 66314-77-0

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General Information

  • CAS No. 66314-77-0
  • Cat. No. CS-0139915
  • Purity ≥97%
  • MDL No. MFCD20528102
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₀BrN
  • Molecular Weight 200.08
  • Synonym(s) 3-Bromo-2,4-dimethylbenzenamine
  • SMILES NC1=CC=C(C)C(Br)=C1C

Description

3-Bromo-2,4-dimethylaniline features a bromine substituent at the meta position relative to the amino group, flanked by two methyl groups that confer steric protection and enhance electronic stability. This configuration supports efficient coupling reactions in synthetic pathways, particularly in pharmaceutical intermediates and agrochemical development. The compound exhibits favorable solubility in organic solvents and maintains stability under standard bench conditions.

Application

3-Bromo-2,4-dimethylaniline serves as a valuable building block in medicinal chemistry and agrochemical synthesis, offering a well-defined substitution pattern for downstream functionalization. Its bromo group enables palladium-catalyzed cross-coupling reactions, while the dimethyl substituents provide steric and electronic modulation. The compound exhibits good bench stability and facilitates straightforward purification, making it suitable for use in iterative synthetic sequences and API intermediate development.

Synthesis

  • Route1

    References

    • Meltzer,P.C.; Staskun,B. Tetrahedron, 1977 , vol. 33, p. 2965 - 2967
  • Route2

    References

    • ENCYSIVE PHARMACEUTICALS INC. Patent: WO2009/44311 A1, 2009 ; Location in patent: Page/Page column 42-43 ; WO 2009/044311 A1
  • Route3

    References

    • Meltzer,P.C.; Staskun,B. Tetrahedron, 1977 , vol. 33, p. 2965 - 2967

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   26.02
  • LogP   2.64814
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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