351-83-7

Basic information

• Product Name: 4-Fluoroacetanilide
• Synonyms: 4'-FLUOROACETANILIDE;4-FLUOROACETANILIDE;1-ACETAMIDO-4-FLUOROBENZENE;N1-(4-FLUOROPHENYL)ACETAMIDE;N-(4-FLUOROPHENYL)ACETAMIDE;P-FLUOROACETANILIDE;4’-fluoro-acetanilid;Acetamide, N-(4-fluorophenyl)-
• CAS NO: 351-83-7
• Molecular Formula: C₈H₈FNO
• Molecular Weight: 153.15
• EINECS: 206-515-9
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Anilines, Amides & Amines;Fluorine Compounds
• Mol File: 351-83-7.mol
• Article Data: 147

Chemical Properties

• Melting Point: 153-155 °C(lit.)
• Boiling Point: 300.6±25.0 °C(Predicted)
• Appearance: /
• Density: 1.1655 (estimate)
• Solubility: soluble in Methanol
• PKA: 14.10±0.70(Predicted)
• Water Solubility: practically insoluble
• BRN: 2208090
• CAS DataBase Reference: 4-Fluoroacetanilide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Fluoroacetanilide(351-83-7)
• EPA Substance Registry System: 4-Fluoroacetanilide(351-83-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-24/25-36-37
• WGK Germany: 2
• RTECS: AE2977000
• HazardClass: IRRITANT
• Hazardous Substances Data: 351-83-7(Hazardous Substances Data)

Usage

Chemical Properties

white to off-white fluffy crystalline powder

InChI:InChI=1/C8H8FNO/c1-6(11)10-8-4-2-7(9)3-5-8/h2-5H,1H3,(H,10,11)

Upstream product

• 348-54-9 2-Fluoroaniline 
• 19089-87-3 4-acetamido-benzenediazonium cation 
• 108-24-7 acetic anhydride 
• 350-46-9 4-Fluoronitrobenzene 
• 371-40-4 4-fluoroaniline 
• 701-30-4 1-tert-butyl-4-fluorobenzene 
• 75-05-8 acetonitrile 
• 1795-83-1 N-Phenylacetohydroxamic acid 
• 16375-92-1 4-(+/-)-α-hydroxyethylphenylacetamide 
• 16375-88-5 N-(4-hydroxymethylphenyl)acetamide 
• 108714-83-6 N-(4-(hydroxy(phenyl)methyl)phenyl)acetamide 
• 7299-21-0 C₁₀H₁₁HgNO₃ 
• 103-84-4 Acetanilid 
• 4232-27-3 2,4-dinitrophenyl acetate 

Downstream Products

• 330-83-6 N-(4-fluorophenyl)aniline 
• 448-39-5 N-(4-fluoro-2-nitrophenyl)acetamide 
• 330-51-8 (3-fluoro-phenyl)-(4-fluoro-phenyl)-amine 
• 351-84-8 N-(4-fluorophenyl)ethanethioamide 
• 393-42-0 2-amino-5-fluorobenzenesulfonic acid 
• 364-78-3 2-nitro-4-fluoroaniline 
• 392-16-5 acetic acid-(2,6-dichloro-4-fluoro-anilide) 
• 38962-61-7 5-Amino-2-fluorbenzolsulfonsaeure 
• 392-14-3 acetic acid-(2,6-dibromo-4-fluoro-anilide) 
• 387-13-3 N-(1-chloro-vinyl)-N,N'-bis-(4-fluoro-phenyl)-acetamidine 
• 330-91-6 bis-(4-fluoro-phenyl)-amine 
• 3110-67-6 4-Fluor-N-brom-acetanilid 
• 101493-79-2 C₉H₇⁽²⁾H₃FNO 
• 36035-49-1 N-(4-fluoro-phenyl)-N-methyl-acetamide 

Relevant articles and documents

A Facile Regioselective Aromatic Fluorination of N-Aryl-N-hydroxyamides with Diethylaminosulfur Trifluoride (DAST)

Treatment of N-aryl-N-hydroxyamides with diethylaminosulfur trifluoride (DAST) under conventional reaction conditions results in removal of the hydroxy function and introduction of a fluorine atom at the para position of the aromatic ring, in high yield.

Visible-light induced one-pot hydrogenation and amidation of nitroaromatics with carboxylic acids over 2D MXene-derived Pt/N-TiO2/Ti3C2

Pt nanoparticles supported on N doped titanium dioxide/titanium carbide (MXene) heterojunctions were employed as photocatalysts for the tandem reactions between aromatic nitro compounds and carboxylic acids to produce amide products. The 3%Pt/N-TiO2/Ti3C2 heterojunction was prepared by in situ grew TiO2 on Ti3C2 nanosheets and then N doped TiO2 with melamine, Pt nanoparticles with 3.3 nm mean diameter well dispersed on N-TiO2/Ti3C2. 3%Pt/N-TiO2/Ti3C2 had excellent amidation activity and chemoselectivity under visible-light irradiation. The elevated catalytic performance of 3%Pt/N-TiO2/Ti3C2 was owing to the improvement in photogenerated electron and hole separation efficiency through charge short-range directional transmission caused by the intimate contact between the TiO2 and the conductive Ti3C2. This direct hydrogenation along with amidation between nitroaromatics and carboxylic acids own actual merits in the amides produce with no harmful byproducts. In situ DRIFTS spectra verified that the amidation activation with visible light irradiation at 25 °C was much faster than heating.

Uniting Amide Synthesis and Activation by PIII/PV-Catalyzed Serial Condensation: Three-Component Assembly of 2-Amidopyridines

An organophosphorus (PIII/PVredox) catalyzed method for the three-component condensation of amines, carboxylic acids, and pyridineN-oxides to generate 2-amidopyridines via serial dehydration is reported. Whereas amide synthesis and functionalization usually occur under divergent reaction conditions, here a phosphetane catalyst (together with a mild bromenium oxidant and terminal hydrosilane reductant) is shown to drive both steps chemoselectively in an auto-tandem catalytic cascade. The ability to both prepare and functionalize amides under the action of a single organocatalytic reactive intermediate enables new possibilities for the efficient and modular preparation of medicinal targets.