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CS-W001157 4
Total: USD 88.00

2-Bromo-1-methyl-4-nitrobenzene

  • CAS No. 7745-93-9

  • Cat. No. CS-W009519
  • Purity≥98%
  • MDL No.MFCD00007195

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

2-Bromo-1-methyl-4-nitrobenzene|CS-W009519

Structure of 7745-93-9

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General Information

  • CAS No. 7745-93-9
  • Cat. No. CS-W009519
  • Purity ≥98%
  • MDL No. MFCD00007195
  • 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-4-nitrotoluene
  • SMILES CC1=CC=C([N+]([O-])=O)C=C1Br

Description

2-Bromo-1-methyl-4-nitrobenzene features a strategically positioned bromine atom and nitro group on a methyl-substituted aromatic ring, enabling direct coupling in cross-coupling reactions. This electron-deficient aryl halide integrates readily into complex scaffolds under standard conditions, offering high functional group tolerance and stability during synthetic sequences.

Application

2-Bromo-1-methyl-4-nitrobenzene serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined electronic and steric profile. The bromo group facilitates reliable C–C bond formation, while the nitro and methyl substituents provide orthogonal functional handles for further derivatization. Its bench-stable nature and compatibility with standard reaction conditions make it suitable for multi-step syntheses and process-scale applications.

Synthesis

  • Route1
    • null|null
      99-99-0
    • ~99%
    • In-stock
      2-Bromo-1-methyl-4-nitrobenzene|CS-W009519
      7745-93-9

    References

    • Gun'kin Russian Journal of General Chemistry, 2010 , vol. 80, # 3 p. 451 - 454
  • Route2
    • null|null
      67614-05-5
    • ~92%
    • In-stock
      2-Bromo-1-methyl-4-nitrobenzene|CS-W009519
      7745-93-9
    • In-stock
      2-Bromo-4-methyl-1-nitrobenzene|CS-0099379
      40385-54-4

    References

    • Russian Journal of Applied Chemistry, , vol. 73, # 12 p. 2101 - 2105
  • Route3
    • null|null
      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

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

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