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CS-W001157 4
Total: USD 88.00

2,4-Dibromobenzaldehyde

  • CAS No. 5629-98-1

  • Cat. No. CS-W005415
  • Purity≥98%
  • MDL No.MFCD13185489

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

2,4-Dibromobenzaldehyde|CS-W005415

Structure of 5629-98-1

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General Information

  • CAS No. 5629-98-1
  • Cat. No. CS-W005415
  • Purity ≥98%
  • MDL No. MFCD13185489
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄Br₂O
  • Molecular Weight None
  • Synonym(s) None
  • SMILES O=CC1=CC=C(Br)C=C1Br

Description

2,4-Dibromobenzaldehyde features two bromine substituents at the 2- and 4-positions of the benzene ring, delivering enhanced electrophilicity at the carbonyl center. This electron-deficient aldehyde integrates readily into cross-coupling reactions and serves as a robust building block for functionalized aromatic scaffolds in medicinal chemistry and materials synthesis.

Application

2,4-Dibromobenzaldehyde serves as a versatile building block in synthetic organic chemistry, enabling efficient access to brominated aromatic scaffolds via cross-coupling and electrophilic substitution reactions. Its dual bromine substituents provide orthogonal reactivity for sequential functionalization, while the aldehyde group facilitates condensation, reduction, or imine formation. Bench-stable and readily purified by recrystallization, it functions reliably in the synthesis of pharmaceutical intermediates and functionalized heterocycles.

Synthesis

  • Route1

    References

    • AJINOMOTO CO., INC. Patent: US2011/82109 A1, 2011 ; Location in patent: Page/Page column 12 ; US 20110082109 A1
  • Route2

    References

    • Schweikart, Karl-Heinz; Hanack, Michael; Lueer, Larry; Oelkrug, Dieter European Journal of Organic Chemistry, 2001 , # 2 p. 293 - 302
  • Route3

    References

    • Plouvier, Bertrand; Beatch, Gregory N.; Jung, Grace L.; Zolotoy, Alexander; Sheng, Tao; Clohs, Lilian; Barrett, Terrance D.; Fedida, David; Wang, Wei Q.; Zhu, Jeff J.; Liu, Yuzhong; Abraham, Shlomo; Lynn, Leah; Dong, Ying; Wall, Richard A.; Walker, Michael J. A. Journal of Medicinal Chemistry, 2007 , vol. 50, # 12 p. 2818 - 2841

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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