Production Method 1

46001-36-9

904369-10-4

Reaction Conditions

1.1 Reagents: Selenium dioxide Solvents: 1,4-Dioxane ;  3 h, 80 °C

Reference

Quinoline-derived two-photon sensitive quadrupolar probes

Dunkel, Petra; et al, Organic & Biomolecular Chemistry, 2014, 12(48), 9899-9908

Production Method 2

904369-10-4

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Water ;  1 h, rt
1.2 Solvents: Toluene ;  3 h, 120 °C
2.1 Reagents: Selenium dioxide Solvents: 1,4-Dioxane ;  3 h, 80 °C

Reference

Quinoline-derived two-photon sensitive quadrupolar probes

Dunkel, Petra; et al, Organic & Biomolecular Chemistry, 2014, 12(48), 9899-9908

8-Fluoroquinoline-2-carbaldehyde Raw materials

• 8-Fluoro-2-methylquinoline

8-Fluoroquinoline-2-carbaldehyde Preparation Products

• 8-Fluoroquinoline-2-carbaldehyde (904369-10-4)

• 1. Aggregation-induced chiroptical generation and photoinduced switching of achiral azobenzene-alt-fluorene copolymer endowed with left- and right-handed helical polysilanes?
  Hailing Chen,Lu Yin,Meng Liu,Laibing Wang,Michiya Fujiki,Wei Zhang RSC Adv., 2019,9, 4849-4856
• 2. An apparatus for testing water by measurement of its electrical conductivity
  Analyst, 1912,37, 538-543
• 3. An approach to 7-aza-1-phosphanorbornane complexes: strain promoted rearrangement of 1-iminylphosphirane complexes and cycloaddition with olefins?
  Yang Xu,Min Wang,Donghui Wei,Rongqiang Tian,Zheng Duan,Fran?ois Mathey Dalton Trans., 2019,48, 5523-5526
• 4. An insight into the origin of room-temperature ferromagnetism in SnO2 and Mn-doped SnO2 quantum dots: an experimental and DFT approach?
  Dhamodaran Manikandan,S. Amirthapandian,I. S. Zhidkov,A. I. Kukharenko,S. O. Cholakh,Ramaswamy Murugan Phys. Chem. Chem. Phys., 2018,20, 6500-6514
• 5. Aggregation of biologically important peptides and proteins: inhibition or acceleration depending on protein and metal ion concentrations
  Benjamin Gabriel Poulson,Kacper Szczepski,Joanna Izabela Lachowicz,Lukasz Jaremko,Abdul-Hamid Emwas,Mariusz Jaremko RSC Adv., 2020,10, 215-227

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Quinolines and derivatives Haloquinolines

8-Fluoroquinoline-2-carbaldehyde (CAS No. 904369-10-4): A Versatile Fluorinated Building Block for Pharmaceutical and Material Science

8-Fluoroquinoline-2-carbaldehyde (CAS 904369-10-4) is a highly valuable fluorinated heterocyclic compound that has gained significant attention in recent years due to its unique chemical properties and broad application potential. As a derivative of quinoline, this compound combines the structural advantages of the quinoline scaffold with the electronic effects of fluorine substitution, making it an important intermediate in medicinal chemistry and material science.

The presence of both the fluoro group at the 8-position and the aldehyde functionality at the 2-position in the quinoline structure provides multiple reactive sites for further chemical modifications. This characteristic has made 8-fluoroquinoline-2-carboxaldehyde (an alternative naming variation) particularly attractive for researchers working on drug discovery programs and advanced material development.

Recent trends in pharmaceutical research show growing interest in fluorinated compounds like 8-fluoroquinoline-2-carbaldehyde, as evidenced by increasing search queries for "fluorinated drug candidates 2024" and "fluoroquinoline derivatives applications." The incorporation of fluorine atoms into drug molecules often improves their metabolic stability, bioavailability, and binding affinity to biological targets, which explains why approximately 30% of newly approved drugs contain fluorine atoms.

In synthetic chemistry, 8-fluoroquinoline-2-carbaldehyde CAS 904369-10-4 serves as a key precursor for various transformations. The aldehyde group can participate in condensation reactions to form Schiff bases, undergo reductive amination, or be converted to carboxylic acids and other functional groups. These transformations enable the creation of diverse molecular architectures that are valuable in drug discovery campaigns targeting various diseases.

Material scientists have also explored applications of 8-fluoroquinoline-2-carbaldehyde in the development of organic electronic materials. The conjugated π-system of the quinoline core, combined with the electron-withdrawing effect of the fluorine atom, makes this compound potentially useful for creating novel organic semiconductors or light-emitting materials. Search data indicates growing interest in "fluoroquinoline-based OLED materials" and "fluorinated heterocycles for electronics."

The synthesis of 8-fluoroquinoline-2-carbaldehyde typically involves fluorination of appropriate quinoline precursors followed by formylation at the 2-position. Modern synthetic approaches aim to improve the yield and purity of this valuable building block, as reflected in recent publications and patent applications. Analytical characterization of this compound includes standard techniques such as NMR spectroscopy, mass spectrometry, and HPLC analysis to ensure quality and purity.

From a safety perspective, proper handling procedures should be followed when working with 8-fluoroquinoline-2-carboxaldehyde, including the use of appropriate personal protective equipment. While not classified as extremely hazardous, like all chemical substances, it should be treated with respect and handled in accordance with good laboratory practices.

The market for fluorinated fine chemicals like 8-fluoroquinoline-2-carbaldehyde has shown steady growth, driven by increasing demand from pharmaceutical and material science sectors. Industry reports suggest that the global market for fluorinated building blocks is expected to maintain a compound annual growth rate of approximately 6-8% through 2026, with compounds like 8-fluoroquinoline-2-carbaldehyde CAS 904369-10-4 contributing to this expansion.

Researchers interested in obtaining 8-fluoroquinoline-2-carbaldehyde can typically source it from specialized chemical suppliers that focus on fluorinated compounds and heterocyclic building blocks. The compound is usually supplied in various quantities, from milligram scales for initial screening to kilogram quantities for larger-scale applications. Pricing and availability may vary depending on purity requirements and current market conditions.

Future research directions for 8-fluoroquinoline-2-carbaldehyde derivatives may include exploration of their biological activities against emerging therapeutic targets, investigation of their photophysical properties for material applications, and development of more efficient synthetic routes. The compound's versatility ensures it will remain an important tool for chemists working across multiple disciplines in the coming years.

• 904369-25-1(7-fluoroquinoline-2-carbaldehyde)
• 1351517-03-7(7,8-Difluoroquinoline-2-carbaldehyde)
• 260430-93-1(6-Fluoroquinoline-2-carbaldehyde)
• 31181-88-1(5-fluoropyridine-2-carbaldehyde)
• 46001-36-9(8-Fluoro-2-methylquinoline)
• 1367930-66-2(7-Fluoro-1H-indole-2-carbaldehyde)
• 220943-23-7(5-Fluoro-1H-indole-2-carbaldehyde)
• 943026-51-5(5,7-difluoro-1H-Indole-2-carboxaldehyde)
• 933746-81-7(6-Fluoro-1H-indole-2-carbaldehyde)
• 332062-08-5(Fmoc-S-3-amino-4,4-diphenyl-butyric acid)