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CS-W001157 4
Total: USD 88.00

1-(4-Bromophenyl)-N,N-dimethylmethanamine

  • CAS No. 6274-57-3

  • Cat. No. CS-0186251
  • Purity≥98%
  • MDL No.None

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

1-(4-Bromophenyl)-N,N-dimethylmethanamine|CS-0186251

Structure of 6274-57-3

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General Information

  • CAS No. 6274-57-3
  • Cat. No. CS-0186251
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₂BrN
  • Molecular Weight 214.10
  • Synonym(s) (4-Bromobenzyl)dimethylamine
  • SMILES CN(C)CC1=CC=C(C=C1)Br

Description

1-(4-Bromophenyl)-N,N-dimethylmethanamine features a brominated aryl group coupled to a tertiary amine, enabling direct incorporation into cross-coupling reactions. The dimethylamino moiety enhances solubility and facilitates electrophilic functionalization. This compound serves as a key intermediate in pharmaceutical synthesis and materials chemistry.

Application

1-(4-Bromophenyl)-N,N-dimethylmethanamine serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions such as Suzuki-Miyaura and Buchwald-Hartwig couplings. The bromo group provides a reliable handle for C–C and C–N bond formation, while the dimethylamino functionality offers moderate electron-donating character and improved solubility. Bench-stable and readily purified by distillation or chromatography, it functions efficiently in the construction of biaryl and heterocyclic scaffolds relevant to pharmaceutical and agrochemical research.

Synthesis

  • Route1
    • null|null
      124-40-3
    • In-stock
      α,4-Dibromotoluene|CS-W009136
      589-15-1
    • ~99%
    • In-stock
      1-(4-Bromophenyl)-N,N-dimethylmethanamine|CS-0186251
      6274-57-3

    References

    • Kawagoe, Yuhsuke; Moriyama, Katsuhiko; Togo, Hideo Tetrahedron, 2013 , vol. 69, # 19 p. 3971 - 3977
  • Route2

    References

    • Sunada, Yusuke; Kawakami, Hiroko; Imaoka, Tsuyoshi; Motoyama, Yukihiro; Nagashima, Hideo Angewandte Chemie - International Edition, 2009 , vol. 48, # 50 p. 9511 - 9514
  • Route3
    • In-stock
      4-Bromobenzaldehyde|CS-W001138
      1122-91-4
    • null|null
      124-40-3
    • ~96%
    • In-stock
      1-(4-Bromophenyl)-N,N-dimethylmethanamine|CS-0186251
      6274-57-3

    References

    • Bhattacharyya, Sukanta Synthetic Communications, 2000 , vol. 30, # 11 p. 2001 - 2008

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   3.24
  • LogP   2.5107
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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