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CS-W001157 4
Total: USD 88.00

2,6-Dibromobenzaldehyde

  • CAS No. 67713-23-9

  • Cat. No. CS-M3139
  • Molecule weight263.91
  • Purity≥97%
  • MDL No.MFCD11040410

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

2,6-Dibromobenzaldehyde|CS-M3139

Structure of 67713-23-9

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General Information

  • CAS No. 67713-23-9
  • Cat. No. CS-M3139
  • Purity ≥97%
  • MDL No. MFCD11040410
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄Br₂O
  • Molecular Weight 263.91
  • Synonym(s) 2,7-DIBROMOBENZALDEHYDE
  • SMILES BrC1=C(C=O)C(Br)=CC=C1

Description

2,6-Dibromobenzaldehyde features two bromine atoms positioned ortho to the aldehyde group, creating a highly electron-deficient aromatic ring. This steric and electronic configuration enhances its utility in palladium-catalyzed cross-coupling reactions, where it serves as a stable, bench-ready building block for synthesizing complex aryl-functionalized molecules under standard conditions.

Application

2,6-Dibromobenzaldehyde serves as a versatile building block in synthetic organic chemistry, enabling the construction of brominated aromatic scaffolds via cross-coupling and electrophilic functionalization. Its ortho-bromine substituents provide excellent regiocontrol in palladium-catalyzed coupling reactions, while the aldehyde group offers a handle for reductive amination, Grignard additions, and heterocycle formation. Bench-stable and readily purified by recrystallization, it functions reliably in multistep syntheses requiring selective functionalization.

Synthesis

  • Route1
    • In-stock
      1,3-Dibromobenzene|CS-W008980
      108-36-1
    • null|null
      68-12-2
    • ~71%
    • In-stock
      2,6-Dibromobenzaldehyde|CS-M3139
      67713-23-9

    References

    • Lulinski, Sergiusz; Serwatowski, Janusz Journal of Organic Chemistry, 2003 , vol. 68, # 13 p. 5384 - 5387
  • Route2

    References

    • Chemische Berichte, , vol. 68, p. 1505,1508
  • Route3
    • null|null
      68-12-2
    • ~%
    • In-stock
      2,6-Dibromobenzaldehyde|CS-M3139
      67713-23-9

    References

    • EP1894938 A1, ; Page/Page column 35 ;

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   17.07
  • LogP   3.0241
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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