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CS-W001157 4
Total: USD 88.00

2,5-Dibromobenzaldehyde

  • CAS No. 74553-29-0

  • Cat. No. CS-W007607
  • Purity≥98%
  • MDL No.MFCD00462864

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

2,5-Dibromobenzaldehyde|CS-W007607

Structure of 74553-29-0

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General Information

  • CAS No. 74553-29-0
  • Cat. No. CS-W007607
  • Purity ≥98%
  • MDL No. MFCD00462864
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄Br₂O
  • Molecular Weight 263.91
  • Synonym(s) Benzaldehyde, 2,5-dibromo-
  • SMILES BrC1=C(C=O)C=C(C=C1)Br

Description

2,5-Dibromobenzaldehyde features two bromine substituents at the 2 and 5 positions of the benzene ring, creating a highly electron-deficient aromatic core. This configuration enhances reactivity in cross-coupling processes and enables direct functionalization at the aldehyde terminus. The compound exhibits excellent stability under standard conditions and serves as a key intermediate in synthesizing complex pharmaceuticals and advanced materials.

Application

2,5-Dibromobenzaldehyde serves as a versatile building block in the synthesis of functionalized aromatic scaffolds. Its dual bromine substituents enable efficient palladium-catalyzed cross-coupling reactions, while the aldehyde group supports selective transformations such as reductive amination, Wittig reactions, and oxime formation. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Li, Chunbao; Xu, Yanli; Lu, Ming; Zhao, Zhuxuan; Liu, Lanjun; Zhao, Zheyuan; Cui, Yi; Zheng, Pengwu; Ji, Xioujie; Gao, Guangjie Synlett, 2002 , # 12 p. 2041 - 2042
  • Route2
    • null|null
      642091-49-4
    • ~79%
    • In-stock
      2,5-Dibromobenzaldehyde|CS-W007607
      74553-29-0

    References

    • Li, Chunbao; Zheng, Pengwu; Li, Jie; Zhang, Hang; Cui, Yi; Shao, Qiyun; Ji, Xiujie; Zhang, Jian; Zhao, Pengying; Xu, Yanli Angewandte Chemie - International Edition, 2003 , vol. 42, # 41 p. 5063 - 5066
  • Route3
    • null|null
      147033-99-6
    • ~87%
    • In-stock
      2,5-Dibromobenzaldehyde|CS-W007607
      74553-29-0

    References

    • Shimura; Kawai; Minegishi Synthesis, 1993 , # 1 p. 43 - 44

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06,GHS09
Signal Word : Danger
UN#: 2923
Class : 8 (6.1)
Packing Group : Ⅱ
Hazard Statements : H301-H314-H410
Precautionary Statements : P260-P264-P270-P273-P280-P301+P330+P331-P304+P340-P363-P391-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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