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CS-W001157 4
Total: USD 88.00

1-Bromo-2-methyl-3-nitrobenzene

  • CAS No. 55289-35-5

  • Cat. No. CS-W014875
  • Purity≥98%
  • MDL No.MFCD00009792

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

1-Bromo-2-methyl-3-nitrobenzene|CS-W014875

Structure of 55289-35-5

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General Information

  • CAS No. 55289-35-5
  • Cat. No. CS-W014875
  • Purity ≥98%
  • MDL No. MFCD00009792
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrNO₂
  • Molecular Weight 216.03
  • Synonym(s) None
  • SMILES O=[N+](C1=C(C)C(Br)=CC=C1)[O-]

Description

2-Bromo-6-nitrotoluene has been used:as starting reagent in total synthesis of N-acetyl methyl ester of ()-clavicipitic acidsin synthesis of carbazomadurin A, highly oxygenated neuronal cell protecting carbazole alkaloid

Application

1-Bromo-2-methyl-3-nitrobenzene serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-established reactivity profile. The ortho-bromine and meta-nitro groups provide orthogonal functionalization sites, while the methyl group enhances metabolic stability. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient access to complex aromatic scaffolds.

Synthesis

  • Route1

    References

    • Nicolaou; Snyder, Scott A.; Huang, Xianhai; Simonsen, Klaus B.; Koumbis, Alexandros E.; Bigot, Antony Journal of the American Chemical Society, 2004 , vol. 126, # 32 p. 10162 - 10173
  • Route2
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    • In-stock
      1-Bromo-2-methyl-3-nitrobenzene|CS-W014875
      55289-35-5

    References

    • Recueil des Travaux Chimiques des Pays-Bas, , vol. 53, p. 1011,1016, 1025
  • Route3

    References

    • Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), , p. 1606 - 1616

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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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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