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CS-W001157 4
Total: USD 88.00

4-Bromo-2,6-dimethylaniline

  • CAS No. 24596-19-8

  • Cat. No. CS-W019870
  • Purity≥98%
  • MDL No.MFCD00007826

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

4-Bromo-2,6-dimethylaniline|CS-W019870

Structure of 24596-19-8

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General Information

  • CAS No. 24596-19-8
  • Cat. No. CS-W019870
  • Purity ≥98%
  • MDL No. MFCD00007826
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₀BrN
  • Molecular Weight 200.08
  • Synonym(s) 4-Bromo-2,6-xylidine; 4-Bromo-2,6-dimethylaniline
  • SMILES NC1=C(C)C=C(Br)C=C1C

Description

4-Bromo-2,6-dimethylaniline has been used in the preparation of:4-bromo-N-(1-(6-(1-isopropyl-1H-benzo[d]imidazol-2-yl)pyridin-2-yl)ethylidene)-2,6-dimethylbenzenamineN-(4-Bromo-2,6-dimethylphenyl)-5-trimethylammoniumsalicylaldimine chlorideethynyl-functionalized persistent perylene diimide-multichromophore

Application

4-Bromo-2,6-dimethylaniline serves as a valuable building block in medicinal chemistry and agrochemical synthesis, offering enhanced regioselectivity due to steric shielding from the 2,6-dimethyl groups. Its bromine substituent enables efficient palladium-catalyzed cross-coupling reactions, while the aniline functionality facilitates derivatization via acylation, alkylation, or diazotization. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step syntheses requiring ortho-substituted arylamine scaffolds.

Synthesis

  • Route1
    • null|null
      87-62-7
    • ~98%
    • In-stock
      4-Bromo-2,6-dimethylaniline|CS-W019870
      24596-19-8

    References

    • Borikar, Sanjay P.; Daniel, Thomas; Paul, Vincent Tetrahedron Letters, 2009 , vol. 50, # 9 p. 1007 - 1009
  • Route2
    • null|null
      882642-83-3
    • ~63%
    • In-stock
      4-Bromo-2,6-dimethylaniline|CS-W019870
      24596-19-8

    References

    • Yu, Jianzhong; Zhang, Peizhi; Wu, Jun; Shang, Zhicai Tetrahedron Letters, 2013 , vol. 54, # 24 p. 3167 - 3170
  • Route3
    • N-(2,6-Dimethylphenyl)hydroxylamine|CS-1662406
      3096-63-7
    • ~%
    • In-stock
      4-Bromo-2,6-dimethylaniline|CS-W019870
      24596-19-8
    • In-stock
      4-Amino-3,5-dimethylphenol|CS-W019281
      3096-70-6
    • null|null
      87-62-7

    References

    • Canadian Journal of Chemistry, , vol. 74, # 7 p. 1321 - 1328

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06,GHS08,GHS09
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H302-H311+H331-H315-H335-H351-H410
Precautionary Statements : P261-P264-P270-P271-P273-P280-P302+P352-P304+P340-P330-P361+P364-P362+P364-P391-P405-P501

Quality Control

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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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