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CS-W001157 4
Total: USD 88.00

2-Bromo-N,N-dimethylaniline

  • CAS No. 698-00-0

  • Cat. No. CS-0015849
  • Purity≥98%
  • MDL No.MFCD00013522

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

2-Bromo-N,N-dimethylaniline|CS-0015849

Structure of 698-00-0

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General Information

  • CAS No. 698-00-0
  • Cat. No. CS-0015849
  • Purity ≥98%
  • MDL No. MFCD00013522
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₀BrN
  • Molecular Weight 200.08
  • Synonym(s) (2-bromophenyl)-dimethyl-amine
  • SMILES CN(C)C1=CC=CC=C1Br

Description

2-Bromo-N,N-dimethylaniline may be used in the synthesis of the following:bis[(2-dimethylamino)phenyl]amine via a multi-step reaction procedure2-(N,N-dimethylaminophenyl)-bis(diethylamino)phosphine6-[2-(dimethylamino)phenyl]-2,2-bipyridine obtained via lithiation followed by reaction with 2,2-bipyridine1-(2-(dimethylamino)phenyl)-2-diphenylphosphino-3-methylimidazolium trifluoromethanesulfonate via a multi-step reaction procedure

Application

2-Bromo-N,N-dimethylaniline serves as a versatile aryl halide building block in cross-coupling reactions, enabling efficient C–C bond formation under palladium catalysis. Its electron-rich dimethylamino group enhances reactivity in Suzuki-Miyaura and Buchwald-Hartwig couplings, while the bromine substituent provides high functional group tolerance and bench stability. This compound facilitates the synthesis of biaryl and heteroaryl scaffolds commonly found in pharmaceutical intermediates and agrochemicals.

Synthesis

  • Route1
    • null|null
      615-36-1
    • null|null
      74-88-4
    • ~93%
    • In-stock
      2-Bromo-N,N-dimethylaniline|CS-0015849
      698-00-0

    References

    • Organic Letters, , vol. 11, # 22 p. 5130 - 5133
  • Route2
    • null|null
      121-69-7
    • ~3%
    • In-stock
      2-Bromo-N,N-dimethylaniline|CS-0015849
      698-00-0
    • null|null
      586-77-6

    References

    • Synthetic Communications, , vol. 30, # 20 p. 3669 - 3675
  • Route3
    • null|null
      50-00-0
    • null|null
      615-36-1
    • ~%
    • In-stock
      2-Bromo-N,N-dimethylaniline|CS-0015849
      698-00-0

    References

    • Heterocycles, , vol. 46, # 1 p. 77 - 81

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06,GHS08,GHS09
Signal Word : Danger
UN#: 2810
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H311-H331-H351-H373-H400-H410
Precautionary Statements : P201-P202-P260-P261-P264-P270-P271-P273-P280-P301+P310-P302+P352-P304+P340-P308+P313-P311-P312-P314-P330-P361-P363-P391-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   3.24
  • LogP   2.5151
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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