1009-35-4

Basic information

• Product Name: 4-FLUORO-3-NITROBENZONITRILE
• Synonyms: 4-FLUORO-3-NITROBENZONITRILE;5-Cyano-5-fluoro-1-nitrobenzene;4-Cyano-1-fluoro-2-nitrobenzene;3-Nitro-4-fluorobenzonitrile;Zinc02382636;4-Fluoro-3-nitrobenzonitrile ,97%;5-Cyano-2-fluoronitrobenzene;3-nitro-4-fluorophenyl nitrile
• CAS NO: 1009-35-4
• Molecular Formula: C₇H₃FN₂O₂
• Molecular Weight: 166.11
• EINECS: 213-780-4
• Product Categories: blocks;FluoroCompounds;NitroCompounds;Aromatic Nitriles;Aromatics Compounds;Aromatics;Fluorine series
• Mol File: 1009-35-4.mol
• Article Data: 9

Chemical Properties

• Melting Point: 90.5-91.5°C
• Boiling Point: 277.6 °C at 760 mmHg
• Flash Point: 121.7 °C
• Appearance: White solid
• Density: 1.41 g/cm³
• Vapor Pressure: 0.0031mmHg at 25°C
• Refractive Index: 1.527
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility: Insoluble in water.
• CAS DataBase Reference: 4-FLUORO-3-NITROBENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-FLUORO-3-NITROBENZONITRILE(1009-35-4)
• EPA Substance Registry System: 4-FLUORO-3-NITROBENZONITRILE(1009-35-4)

Safety Data

• Hazard Codes: Xi,C
• Statements: 20/21/22-34-36/38
• Safety Statements: 26-36/37/39-45-36/37
• RIDADR: 3439
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 1009-35-4(Hazardous Substances Data)

Usage

Description

4-Fluoro-3-nitrobenzonitrile is an organic compound characterized by a light brown powder form. It is a derivative of benzonitrile, featuring a fluorine atom at the 4-position and a nitro group at the 3-position, which imparts unique chemical properties to the molecule. 4-FLUORO-3-NITROBENZONITRILE is known for its utility in various chemical reactions and processes, making it a valuable component in the synthesis of a range of organic and pharmaceutical compounds.

Uses

Used in Organic Synthesis:
4-Fluoro-3-nitrobenzonitrile is used as a key intermediate in organic synthesis for the preparation of various organic compounds. Its unique structure allows it to participate in a variety of chemical reactions, facilitating the formation of complex organic molecules with potential applications in different industries.
Used as a Pharmaceutical Intermediate:
In the pharmaceutical industry, 4-Fluoro-3-nitrobenzonitrile serves as an essential intermediate in the synthesis of various drug molecules. Its presence in the molecular structure can influence the pharmacological properties of the final drug product, such as potency, selectivity, and metabolic stability.
Used as a Synthetic and Fine Chemical Intermediate:
Beyond its applications in pharmaceuticals, 4-Fluoro-3-nitrobenzonitrile is also utilized as an intermediate in the synthesis of fine chemicals. These chemicals are used in a wide range of applications, including agrochemicals, dyes, and specialty materials, where the compound's unique properties can be leveraged to create high-value products.

InChI:InChI=1/C10H13FN2/c11-9-3-1-2-4-10(9)13-7-5-12-6-8-13/h1-4,12H,5-8H2

Upstream product

• 42564-51-2 4-fluoro-3-nitrobenzaldehyde 
• 939-80-0 4-chloro-3-nitrobenzonitrile 
• 1194-02-1 4-fluorobenzonitrile 

Downstream Products

• 64910-45-8 4-(methylamino)-3-nitrobenzonitrile 
• 926585-08-2 C₁₃H₁₇N₃O₄ 
• 90349-18-1 4-(ethylamino)-3-nitrobenzonitrile 
• 1018699-56-3 2-(2-aminobenzoyl)-N-2-nitro-4-cyanophenylethylamine 
• 1033312-01-4 N-(4-cyano-2-nitrophenyl)-N-methylglycine 
• 1033312-42-3 N-(4-cyano-2-nitrophenyl)-N-cyclopropylglycine 
• 651747-69-2 2-(4-cyano-2-nitrophenyl)malonic acid dimethyl ester 
• 1375461-34-9 RN-3-101 
• 1309040-91-2 JS-59-131 
• 1266963-10-3 4-isopropoxy-3-nitro-benzonitrile 
• 1437790-10-7 4-((4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)-cyclohexyl)amino)-3-nitrobenzonitrile 
• 1569904-94-4 2-(4-Cyano-2-nitro-phenylamino)-5-methyl-thiophene-3-carbonitrile 

Relevant articles and documents

Unexpected side products in the tetramethylammonium fluoride-dimethylsulphoxide system

Reactions of chloro- and nitro-aromatics with low water content solutions of TMAF in DMSO can lead to complex product mixtures resulting from activation of DMSO by fluoride and the formation of DMSO-derived products. Also, the system has been shown to give hydrolysis products in addition to the well-known ethers and phenols, with carboxylic acids and benzamides being formed from the attempted fluorodenitration of substituted benzonitriles.

Preparation and characterization of a novel silica-KF composite and facile fluorination of aromatic substrates

A novel silica-KF reagent prepared by hydrolyzing tetraethyl orthosilicate in the presence of KF for fluorination of activated aromatic compounds has been reported. The reagent, as characterized by techniques such as SEM-EDX, XRD and IR spectroscopy, is shown to have potassium cations entrapped inside the silica matrix whereas fluoride anions remain on the surface. Reaction of activated chlorinated aromatic substrates with this silica-KF leads to formation of Meisenheimer complex, either in situ or isolable, finally resulting in regioselective fluorinated aromatics.

Ethylammonium nitrate (EAN)/Tf2O and EAN/TFAA: Ionic liquid based systems for aromatic nitration

Acting as in situ sources of triflyl nitrate (TfONO2) and trifluoroacetyl nitrate (CF3COONO2), the EAN/Tf 2O and EAN/TFAA systems, generated via metathesis in the readily available ethylammonium nitrate (EAN) ionic liquid as solvent, are powerful electrophilic nitrating reagents for a wide variety of aromatic and heteroaromatic compounds. Comparative nitration experiments indicate that EAN/Tf2O is superior to EAN/TFAA for nitration of strongly deactivated systems. Both systems exhibit low substrate selectivity (K T/KB = 5-10) in (Figure presented) between values reported for covalent nitrates and preformed nitronium salts.