CAS 33866-06-7

3-Methyl-4-fluorsulfonylbenzoesaeure

Fluorinated Intermediates

About This Compound

Fluorinated intermediates play important roles in modern synthetic chemistry, serving as building blocks for pharmaceutical compounds, agrochemicals, and materials. Fluorine substitution influences molecular properties including metabolic stability, membrane permeability, and binding affinity. In the context of click chemistry, fluorinated intermediates are often used as precursors in multi-step syntheses or as reagents for introducing fluorine-containing groups into click-compatible scaffolds.

Related Reactions: Nucleophilic Ring-Opening
Molecular FormulaC8H7FO4S Molecular Weight218.206 g/mol InChIKeyWSOAEHMAYVHGNK-UHFFFAOYSA-N CAS Registry33866-06-7 Literature Refs2 references

Synthesis Routes

Showing 1 of 1 available route, sorted by yield.

Route 1

1 step Yield: —
3-Methyl-4-fluorsulfonylbenzoesaeure
Conditions 3-Methyl-4-chlorsulfonylbenzoesaeure, KF;
Reference Baker; Siebenneick [Journal of medicinal chemistry, 1971, vol. 14, # 9, p. 802 - 805] DOI
Source Reaxys

Related Compounds

Other Fluorinated Intermediates in our catalog:

Frequently Asked Questions

What are common applications of fluorinated click chemistry intermediates?

Fluorinated intermediates are used in PET radiotracer synthesis (¹⁸F-labeling via click chemistry), synthesis of fluorinated drug candidates, preparation of fluorinated polymers, and as building blocks for SuFEx-derived molecular probes. The C−F bond also serves as a metabolic stability tag in medicinal chemistry.

How do I handle fluorinated reagents safely?

Many fluorinating reagents (e.g., DAST, DeoxoFluor) are highly reactive and moisture-sensitive. Use a fume hood, wear appropriate PPE, and handle under inert atmosphere. HF exposure is a serious hazard — keep calcium gluconate gel available. Pre-made fluorinated building blocks are generally safer to handle than fluorinating agents.

What purification methods work for fluorinated compounds?

Standard silica gel chromatography works well for most fluorinated organic compounds. For ¹⁹F NMR monitoring, use CFCl₃ or C₆F₆ as an external reference. Fluorinated compounds often elute earlier than their non-fluorinated analogues on reverse-phase HPLC due to increased lipophilicity.

Are fluorinated intermediates compatible with CuAAC conditions?

Yes, most fluorinated organic compounds are fully compatible with CuAAC conditions. The C−F bond is inert to Cu(I) catalysis, sodium ascorbate, and the common solvents (water, THF, DMSO, t-BuOH) used in click chemistry. Fluorine substitution typically does not interfere with azide-alkyne reactivity.

Last updated: July 27, 2026