456-07-5

Basic information

• Product Name: 4-fluoro-N-hydroxybenzamide
• Synonyms: 4-fluoro-N-hydroxybenzamide
• CAS NO: 456-07-5
• Molecular Formula: C₇H₆FNO₂
• Molecular Weight: 155.127
• Mol File: 456-07-5.mol
• Article Data: 23

Chemical Properties

• Melting Point: 161-162 °C(Solv: acetone (67-64-1); ethyl ether (60-29-7))
• Appearance: /
• Density: 1.349g/cm³
• Refractive Index: 1.552
• PKA: 8.76±0.10(Predicted)
• CAS DataBase Reference: 4-fluoro-N-hydroxybenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-fluoro-N-hydroxybenzamide(456-07-5)
• EPA Substance Registry System: 4-fluoro-N-hydroxybenzamide(456-07-5)

Safety Data

• Hazardous Substances Data: 456-07-5(Hazardous Substances Data)

Usage

General Description

4-Fluoro-N-hydroxybenzamide is a chemical compound with the formula C7H6FNO2. It is a derivative of benzamide and contains a hydroxyl group and a fluorine atom. 4-fluoro-N-hydroxybenzamide has been investigated for its potential use as a pharmaceutical intermediate and has shown some promising properties in in vitro studies. However, further research is needed to fully understand its potential applications and properties. 4-fluoro-N-hydroxybenzamide may have potential uses in the development of new drugs or as a building block in organic synthesis. Additionally, its fluorinated structure may lead to unique reactivity and potential applications in medicinal chemistry.

InChI:InChI=1/C7H6FNO2/c8-6-3-1-5(2-4-6)7(10)9-11/h1-4,11H,(H,9,10)

Upstream product

• 451-46-7 4-fluorobenzoic acid ethyl ester 
• 456-22-4 4-Fluorobenzoic acid 
• 459-56-3 4-fluorobenzylic alcohol 
• 90172-63-7 1-(p-fluorophenylcarbonyl)imidazole 
• 403-43-0 4-fluorobenzoyl chloride 

Downstream Products

• 917470-55-4 O-tert-butyldimethylsilyl-p-fluorobenzohydroxamic acid 
• 570401-65-9 bis(4-fluoro-benzohydroxamato)di-n-butyltin(IV) 
• 830317-80-1 [nBu₂Sn(ONHC(O)C₆H₄F-4)]2O 
• 830317-76-5 bis(4-fluoro-benzohydroxamato)dimethyltin(IV) 
• 830317-79-8 [Me₂Sn(ONHC(O)C₆H₄F-4)]2O 
• 830317-77-6 bis(4-fluoro-benzohydroxamato)diphenyltin(IV) 
• 830317-81-2 [Ph₂Sn(ONHC(O)C₆H₄F-4)]2O 
• 951009-03-3 [(C₄H₉)2Sn(FC₆H₄C(O)NO)] 
• 1195-45-5 para-fluorophenyl isocyanate 
• 1394836-91-9 6-fluoro-1-(4-fluorobenzoyl)benzo[c]isoxazol-3(1H)-one 
• 1429402-20-9 C₁₇H₁₉ClFNO₂Ru 
• 18600-51-6 2-(4-fluorophenyl)-4H-benzo[d][1,3]oxazin-4-one 
• 400076-38-2 N-tert-pentanoyloxy-p-fluorobenzamide 

Relevant articles and documents

Cu(II)-Catalyzed C-H Amidation/Cyclization of Azomethine Imines with Dioxazolones via Acyl Nitrenes: A Direct Access to Diverse 1,2,4-Triazole Derivatives

We report a Cu(II)-catalyzed C-H amidation/cyclization of azomethine imines with dioxazolones as acyl nitrene transfer reagents under additive-and ligand-free conditions. An array of 1,2,4-triazolo[1,5-a]pyridine derivatives were afforded in moderate to good yields with excellent functional group tolerance. In addition, scale-up reaction and photoluminescence properties were discussed.

Thioether-Directed NiH-Catalyzed Remote γ-C(sp3)-H Hydroamidation of Alkenes by 1,4,2-Dioxazol-5-ones

A NiH-catalyzed thioether-directed cyclometalation strategy is developed to enable remote methylene C-H bond amidation of unactivated alkenes. Due to the preference for five-membered nickelacycle formation, the chain-walking isomerization initiated by the NiH insertion to an alkene can be terminated at the γ-methylene site remote from the alkene moiety. By employing 2,9-dibutyl-1,10-phenanthroline as the ligand and dioxazolones as the reagent, the amidation occurs at the γ-C(sp3)-H bonds to afford the amide products in up to 90% yield (>40 examples) with remarkable regioselectivity (up to 24:1 rr).

Synthesis of sulfimides and N-Allyl-N-(thio)amides by Ru(II)catalyzed nitrene transfer reactions of N-acyloxyamides

The N-acyloxyamides were employed as effective N-acyl nitrene precursors in reactions with thioethers under the catalysis of a commercially available Ru(II) complex, from which a variety of sulfimides were synthesized efficiently and mildly. If an allyl group is contained in the thioether precursor, the [2,3]-sigmatropic rearrangement of the sulfimide occurs simultaneously and the N-allyl-N-(thio)amides were obtained as the final products. Preliminary mechanistic studies indicated that the Ru-nitrenoid species should be a key intermediate in the transformation.