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CS-W001157 4
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4-Bromo-3-chloro-2-methylaniline

  • CAS No. 627531-47-9

  • Cat. No. CS-0106158
  • Purity≥97%
  • MDL No.MFCD07369999

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

4-Bromo-3-chloro-2-methylaniline|CS-0106158

Structure of 627531-47-9

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General Information

  • CAS No. 627531-47-9
  • Cat. No. CS-0106158
  • Purity ≥97%
  • MDL No. MFCD07369999
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇BrClN
  • Molecular Weight 220.49
  • Synonym(s) None
  • SMILES NC1=CC=C(Br)C(Cl)=C1C

Description

4-Bromo-3-chloro-2-methylaniline features a trifunctional aromatic core with bromo, chloro, and methyl groups positioned for selective coupling reactions. This electron-deficient aniline derivative enables precise construction of complex heterocycles in pharmaceutical intermediates and agrochemical synthesis under standard conditions.

Application

4-Bromo-3-chloro-2-methylaniline serves as a versatile building block for pharmaceutical and agrochemical synthesis, enabling efficient construction of substituted heterocycles via standard coupling reactions. Its ortho-methyl group enhances regioselectivity in electrophilic substitutions, while the bromo and chloro functionalities provide complementary handles for Pd-catalyzed cross-couplings. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for multi-step synthetic sequences in industrial R&D workflows.

Synthesis

  • Route1

    References

    • Angewandte Chemie - International Edition, , vol. 50, # 36 p. 8363 - 8366
  • Route2

    References

    • US2008/194650 A1, ; Page/Page column 24-25 ; US 20080194650 A1
  • Route3
    • null|null
      71862-02-7
    • ~%
    • In-stock
      4-Bromo-3-chloro-2-methylaniline|CS-0106158
      627531-47-9

    References

    • Priv.-Mitt.

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   26.02
  • LogP   2.99312
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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