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CS-W001157 4
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3-Bromo-5-fluorobenzaldehyde

  • CAS No. 188813-02-7

  • Cat. No. CS-W008160
  • Molecule weight203.01
  • Purity≥97%
  • MDL No.MFCD04116319

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

3-Bromo-5-fluorobenzaldehyde|CS-W008160

Structure of 188813-02-7

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General Information

  • CAS No. 188813-02-7
  • Cat. No. CS-W008160
  • Purity ≥97%
  • MDL No. MFCD04116319
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrFO
  • Molecular Weight 203.01
  • Synonym(s) 3-FLUORO-5-BROMOBENZALDEHYDE; 3-Bromo-5-fluorobenzaldehyde
  • SMILES O=CC1=CC(F)=CC(Br)=C1

Description

3-Bromo-5-fluorobenzaldehyde features a strategically positioned bromo and fluoro substituent on the benzene ring, enabling directed functionalization via cross-coupling. The aldehyde group provides a reactive handle for nucleophilic additions and condensation reactions, facilitating synthesis of complex aromatic scaffolds under mild conditions.

Application

3-Bromo-5-fluorobenzaldehyde serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its complementary halogen reactivity. The aldehyde group facilitates nucleophilic additions and condensation reactions, while the meta-bromo and ortho-fluoro substituents provide orthogonal functionalization handles. Bench-stable and amenable to standard purification techniques, it functions reliably in multistep syntheses of heterocyclic scaffolds and bioactive molecules.

Synthesis

  • Route1

    References

    • Bristol-Myers Squibb Company Patent: US2007/249607 A1, 2007 ; Location in patent: Page/Page column 82 ; US 20070249607 A1
  • Route2
    • null|null
      68-12-2
    • ~56%
    • In-stock
      3-Bromo-5-fluorobenzaldehyde|CS-W008160
      188813-02-7

    References

    • Broughton, Howard Barff; Dally, Robert Dean; Durham, Timothy Barrett; Gonzalez-Garcia, Maria Rosario; Sa, Lilly; Hahn, Patric James; Henry, Kenneth James; Kohn, Todd Jonathan; McCarthy, James Ray; Shepherd, Timothy Alan; Erickson, Jon Andre; Bueno Melendo, Ana Belen Patent: US2007/225267 A1, 2007 ; Location in patent: Page/Page column 66-67 ;
  • Route3
    • In-stock
      1,3-Dibromo-5-fluorobenzene|CS-W012599
      1435-51-4
    • null|null
      1068-55-9
    • null|null
      68-12-2
    • ~97%
    • In-stock
      3-Bromo-5-fluorobenzaldehyde|CS-W008160
      188813-02-7

    References

    • F. HOFFMANN-LA ROCHE AG Patent: WO2008/145563 A2, 2008 ; Location in patent: Page/Page column 17-18 ;

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   2.4007
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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