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CS-W001157 4
Total: USD 88.00

1,3-Dibromo-2-methylbenzene

  • CAS No. 69321-60-4

  • Cat. No. CS-W008100
  • Purity≥97%
  • MDL No.MFCD00013524

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

1,3-Dibromo-2-methylbenzene|CS-W008100

Structure of 69321-60-4

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General Information

  • CAS No. 69321-60-4
  • Cat. No. CS-W008100
  • Purity ≥97%
  • MDL No. MFCD00013524
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆Br₂
  • Molecular Weight None
  • Synonym(s) 2,6-Dibromotoluene
  • SMILES C1=CC=C(C(=C1Br)C)Br

Description

1,3-Dibromo-2-methylbenzene features a methyl-substituted benzene core with bromine atoms at the 1 and 3 positions, delivering enhanced electrophilic reactivity. This ortho-directing methyl group stabilizes reaction intermediates, enabling efficient coupling in palladium-catalyzed transformations. The molecule exhibits excellent bench stability and compatibility with diverse synthetic protocols.

Application

1,3-Dibromo-2-methylbenzene serves as a valuable building block for the synthesis of substituted aromatic scaffolds. Its ortho-methyl group enhances regioselectivity in electrophilic substitution and facilitates downstream functionalization. The dibromo motif enables palladium-catalyzed cross-coupling reactions, including Suzuki-Miyaura and Stille couplings, under standard conditions. Bench-stable and readily purified by column chromatography, it functions reliably in multi-step syntheses of complex heterocycles and pharmaceutical intermediates.

Synthesis

  • Route1

    References

    • Iwasaki, Tomokazu; Kohinata, Yusaku; Nishide, Hiroyuki Organic Letters, 2005 , vol. 7, # 5 p. 755 - 758
  • Route2
    • null|null
      1177558-44-9
    • ~%
    • In-stock
      1,3-Dibromo-2-methylbenzene|CS-W008100
      69321-60-4

    References

    • US2009/203677 A1, ; Page/Page column 52 ; US 20090203677 A1
  • Route3
    • 3-Bromo-2-methylaniline LCZ696 Impurity|CS-0228703
      55289-36-6
    • ~63%
    • In-stock
      1,3-Dibromo-2-methylbenzene|CS-W008100
      69321-60-4

    References

    • Larsen, Simon Birkso; Bang-Andersen, Benny; Johansen, Tommy Norskov; Jorgensen, Morten Tetrahedron, 2008 , vol. 64, # 13 p. 2938 - 2950

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   0
  • LogP   3.52002
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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