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CS-W001157 4
Total: USD 88.00

3-Bromo-4-methylaniline

  • CAS No. 7745-91-7

  • Cat. No. CS-W007815
  • Purity≥98%
  • MDL No.MFCD00134176

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

3-Bromo-4-methylaniline|CS-W007815

Structure of 7745-91-7

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General Information

  • CAS No. 7745-91-7
  • Cat. No. CS-W007815
  • Purity ≥98%
  • MDL No. MFCD00134176
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈BrN
  • Molecular Weight 186.05
  • Synonym(s) p-Toluidine, 3-bromo-
  • SMILES C1=C(C(=CC=C1N)C)Br

Description

3-Bromo-4-methylaniline features a bromine atom at the meta position relative to the amino group and a methyl substituent at the para position, delivering enhanced reactivity in cross-coupling processes. This electron-rich aniline derivative enables efficient synthesis of functionalized aromatic scaffolds under standard conditions.

Application

3-Bromo-4-methylaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct functionalization at the aniline nitrogen and ortho-position relative to the methyl group. Its bromine substituent facilitates palladium-catalyzed cross-coupling reactions, while the methylaniline core offers enhanced electron-donating character for downstream heterocycle construction. Bench-stable and readily purified by recrystallization, it functions reliably in standard coupling protocols and provides access to substituted aromatic scaffolds with predictable regiochemistry.

Synthesis

  • Route1

    References

    • Kelly, Sean M.; Lipshutz, Bruce H. Organic Letters, 2014 , vol. 16, # 1 p. 98 - 101
  • Route2
    • null|null
      106-49-0
    • ~94%
    • In-stock
      3-Bromo-4-methylaniline|CS-W007815
      7745-91-7

    References

    • Inoue, Masahiro; Nakada, Masahisa Synthesis, 2009 , # 21 p. 3694 - 3707
  • Route3

    References

    • Chemische Berichte, , vol. 14, p. 418

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-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   2.33972
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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