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CS-W001157 4
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2-Amino-3-fluorobenzaldehyde

  • CAS No. 854538-94-6

  • Cat. No. CS-0019330
  • Purity≥97%
  • MDL No.MFCD12923269

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

2-Amino-3-fluorobenzaldehyde|CS-0019330

Structure of 854538-94-6

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General Information

  • CAS No. 854538-94-6
  • Cat. No. CS-0019330
  • Purity ≥97%
  • MDL No. MFCD12923269
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆FNO
  • Molecular Weight None
  • Synonym(s) None
  • SMILES O=CC1=CC=CC(F)=C1N

Description

2-Amino-3-fluorobenzaldehyde features a strategically positioned fluorine atom and amino group on the benzene ring, enabling selective coupling reactions in medicinal chemistry. This electron-rich scaffold integrates readily into heterocyclic systems, delivering enhanced solubility and metabolic stability in bioactive molecule synthesis under standard conditions.

Application

2-Amino-3-fluorobenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted benzimidazoles, quinoline derivatives, and other nitrogen-containing heterocycles. Its ortho-amino and aldehyde functionalities facilitate sequential coupling reactions and cyclizations under mild conditions, while the fluorine substituent enhances metabolic stability and modulates electronic properties. Bench-stable and readily purified by recrystallization, it functions effectively in standard amide, imine, and Ullmann-type transformations.

Synthesis

  • Route1

    References

    • AMGEN INC. Patent: US2010/331306 A1, 2010 ; Location in patent: Page/Page column 20 ;
  • Route2
    • (2-Fluoro-6-formyl-phenyl)-carbamic acid tert-butyl ester|CS-0341606
      844891-30-1
    • ~54%
    • In-stock
      2-Amino-3-fluorobenzaldehyde|CS-0019330
      854538-94-6

    References

    • Chelucci, Giorgio; Orru, Gianmauro Tetrahedron Letters, 2005 , vol. 46, # 20 p. 3493 - 3496
  • Route3
    • tert-Butyl (2-fluorophenyl)carbamate|CS-0197539
      98968-72-0
    • ~%
    • In-stock
      2-Amino-3-fluorobenzaldehyde|CS-0019330
      854538-94-6

    References

    • Chelucci, Giorgio; Orru, Gianmauro Tetrahedron Letters, 2005 , vol. 46, # 20 p. 3493 - 3496

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   43.09
  • LogP   1.2204
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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