370-89-8

Basic information

• Product Name: 2-Fluoro-4'-nitroacetanilide
• Synonyms: 2-Fluoro-N-(4-nitrophenyl)acetamide; acetamide, 2-fluoro-N-(4-nitrophenyl)-
• CAS NO: 370-89-8
• Molecular Formula: C₈H₇FN₂O₃
• Molecular Weight: 198.1512
• Mol File: 370-89-8.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 420.3°Cat760mmHg
• Flash Point: 208°C
• Appearance: /
• Density: 1.417g/cm³
• Vapor Pressure: 2.84E-07mmHg at 25°C
• Refractive Index: 1.59
• CAS DataBase Reference: 2-Fluoro-4'-nitroacetanilide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Fluoro-4'-nitroacetanilide(370-89-8)
• EPA Substance Registry System: 2-Fluoro-4'-nitroacetanilide(370-89-8)

Safety Data

• Hazardous Substances Data: 370-89-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H7FN2O3/c9-5-8(12)10-6-1-3-7(4-2-6)11(13)14/h1-4H,5H2,(H,10,12)

Upstream product

• 3598-91-2 N-(4-nitrophenyl)bromoacetamide 
• 640-19-7 fluoroacetamide 
• 100-01-6 4-nitro-aniline 

Relevant articles and documents

Silver-Promoted Fluorination Reactions of α-Bromoamides

Silver-promoted C?F bond formation in α-bromoamides by using AgF under mild conditions is reported. This simple method enables access to tertiary, secondary, and primary alkyl fluorides involving biomolecular scaffolds. This transformation is applicable to primary and secondary amides and shows broad functional-group tolerance. Kinetics experiments revealed that the reaction rate increased in the order of 3°>2°>1° α-carbon atom. In addition, it was found that the acidic amide proton plays an important role in accelerating the reaction. Mechanistic studies suggested generation of an aziridinone intermediate that undergoes subsequent nucleophilic addition to form the C?F bond with stereospecificity (i.e., retention of configuration). The synthesis of sterically hindered alcohols and ethers by using AgI is also demonstrated. Examples of reactions of α-bromoamides with O nucleophiles are presented.