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CS-W001157 4
Total: USD 88.00

4-Bromo-1-naphthaldehyde

  • CAS No. 50672-84-9

  • Cat. No. CS-W008594
  • Purity≥95%
  • MDL No.MFCD11101026

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

4-Bromo-1-naphthaldehyde|CS-W008594

Structure of 50672-84-9

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General Information

  • CAS No. 50672-84-9
  • Cat. No. CS-W008594
  • Purity ≥95%
  • MDL No. MFCD11101026
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₇BrO
  • Molecular Weight 235.08
  • Synonym(s) 4-bromonaphthalene-1-carbaldehyde
  • SMILES BrC1=CC=C(C=O)C2=CC=CC=C21

Description

4-Bromo-1-naphthaldehyde features a bromine substituent at the para position relative to the aldehyde group on a naphthalene core, delivering enhanced reactivity in cross-coupling transformations. This electron-deficient aromatic aldehyde serves as a key building block for pharmaceutical intermediates and functional materials, offering improved solubility and stability under standard reaction conditions.

Application

4-Bromo-1-naphthaldehyde serves as a versatile building block in synthetic organic chemistry, enabling direct functionalization at the aldehyde and bromine sites. Its naphthyl framework provides extended conjugation and enhanced stability for use in Suzuki-Miyaura couplings, Ullmann reactions, and Friedel-Crafts transformations. The molecule exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis of biaryl scaffolds and heterocyclic intermediates relevant to medicinal chemistry and materials science.

Synthesis

  • Route1
    • In-stock
      1,4-Dibromonaphthalene|CS-M3249
      83-53-4
    • null|null
      68-12-2
    • ~60%
    • In-stock
      4-Bromo-1-naphthaldehyde|CS-W008594
      50672-84-9

    References

    • PHENEX PHARMACEUTICALS AG; GEGE, Christian; STEENECK, Christoph; KINZEL, Olaf; KLEYMANN, Gerald; HOFFMANN, Thomas Patent: WO2013/178362 A1, 2013 ; Location in patent: Page/Page column 107 ;
  • Route2

    References

    • Akama, Tsutomu; Holcomb, Ryan; Tolman, Richard L. Patent: US2002/120144 A1, 2002 ;
  • Route3

    References

    • Chen, Huixiong; Luzy, Jean-Philippe; Gresh, Nohad; Garbay, Christiane European Journal of Organic Chemistry, 2006 , # 10 p. 2329 - 2335

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

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   3.4148
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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