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CS-W001157 4
Total: USD 88.00

4-Bromo-2-methyl-1-nitrobenzene

  • CAS No. 52414-98-9

  • Cat. No. CS-W000606
  • Purity≥97%
  • MDL No.MFCD00137824

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

4-Bromo-2-methyl-1-nitrobenzene|CS-W000606

Structure of 52414-98-9

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General Information

  • CAS No. 52414-98-9
  • Cat. No. CS-W000606
  • Purity ≥97%
  • MDL No. MFCD00137824
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrNO₂
  • Molecular Weight 216.03
  • Synonym(s) 5-Bromo-1-methyl-2-nitrobenzene
  • SMILES Brc1ccc(c(c1)C)[N+](=O)[O-]

Description

4-Bromo-2-methyl-1-nitrobenzene features a nitro group flanked by bromine and methyl substituents, creating a uniquely positioned electron-deficient aromatic core. This configuration enables selective coupling reactions in cross-coupling protocols and facilitates downstream functionalization in pharmaceutical intermediates. The compound exhibits bench-stable handling under standard conditions.

Application

4-Bromo-2-methyl-1-nitrobenzene serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its compatible bromo and nitro functionalities. The methyl group provides a site for further functionalization, while the nitro group facilitates reduction to an amino derivative under standard conditions. Its bench-stable nature and compatibility with diverse reaction systems make it a practical choice for constructing complex aromatic scaffolds.

Synthesis

  • Route1

    References

    • Genelabs Technologies, Inc. Patent: US2007/32488 A1, 2007 ; Location in patent: Page/Page column 28-29 ;
  • Route2

    References

    • METHYLGENE INC. Patent: WO2008/104077 A1, 2008 ; Location in patent: Page/Page column 122 ;
  • Route3
    • null|null
      591-17-3
    • ~%
    • In-stock
      4-Bromo-2-methyl-1-nitrobenzene|CS-W000606
      52414-98-9
    • In-stock
      2-Bromo-4-methyl-1-nitrobenzene|CS-0099379
      40385-54-4

    References

    • Bourgeois; Henrion Bulletin de la Societe Chimique de France, 1932 , vol. <4> 51, p. 1416,1421

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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