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CS-W001157 4
Total: USD 88.00

1-Bromo-2-methyl-4-nitrobenzene

  • CAS No. 7149-70-4

  • Cat. No. CS-W014876
  • Purity≥98%
  • MDL No.MFCD00007281

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

1-Bromo-2-methyl-4-nitrobenzene|CS-W014876

Structure of 7149-70-4

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General Information

  • CAS No. 7149-70-4
  • Cat. No. CS-W014876
  • Purity ≥98%
  • MDL No. MFCD00007281
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrNO₂
  • Molecular Weight 216.03
  • Synonym(s) 2-Bromo-5-nitrotoluene
  • SMILES O=[N+](C1=CC=C(Br)C(C)=C1)[O-]

Description

2-Bromo-5-nitrotoluene has been used in the synthesis of :4-amino-4-hydroxy-2-methylbiphenyl3:4-dinitro-2-methyldiphenyl ether via condensation with potassium m-nitrophenoxide

Application

1-Bromo-2-methyl-4-nitrobenzene serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and substituted aromatic scaffolds. The bromo group facilitates reliable Pd-catalyzed coupling under standard conditions, while the ortho-methyl and para-nitro substituents provide steric and electronic control, enhancing regioselectivity. Bench-stable and compatible with diverse functional groups, it functions effectively in late-stage functionalization workflows and the synthesis of complex heterocycles and pharmaceutical intermediates.

Synthesis

  • Route1
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      99-52-5
    • ~%
    • In-stock
      1-Bromo-2-methyl-4-nitrobenzene|CS-W014876
      7149-70-4

    References

    • Recueil des Travaux Chimiques des Pays-Bas, , vol. 53, p. 1011,1016, 1025
  • Route2
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      95-46-5
    • ~%
    • In-stock
      1-Bromo-2-methyl-4-nitrobenzene|CS-W014876
      7149-70-4
    • In-stock
      2-Bromo-1-methyl-4-nitrobenzene|CS-W009519
      7745-93-9

    References

    • Journal of Organic Chemistry, , vol. 63, # 23 p. 8448 - 8454
  • Route3
    • null|null
      95-46-5
    • ~%
    • In-stock
      1-Bromo-2-methyl-4-nitrobenzene|CS-W014876
      7149-70-4

    References

    • Recueil des Travaux Chimiques des Pays-Bas, , vol. 54, p. 235,238

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-H401
Precautionary Statements : P264-P270-P273-P301+P310-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   43.14
  • LogP   2.66572
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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