3939-09-1

Basic information

• Product Name: 2,4-Difluorobenzonitrile
• Synonyms: 2,4-DIFLUOROBENZONITRILE;2,4-difluorobenzonilyile;2，4-difluorobenzotrile;2,4-Difluorobenzonitrile,98%;2,4-Difluorobenzonitrile 98%;2,4-Difluorobenzenecarbonitrile;2,4-DIFLUOROBENZONITRILE 97+%;CASNO: 3939-9-1
• CAS NO: 3939-09-1
• Molecular Formula: C₇H₃F₂N
• Molecular Weight: 139.1
• EINECS: 223-523-8
• Product Categories: Fluorobenzene Series;Boron, Nitrile, Thio,& TM-Cpds;Aromatic Nitriles;Nitrile;Fluorine Compounds;Nitriles;C6 to C7;Cyanides/Nitriles;Nitrogen Compounds
• Mol File: 3939-09-1.mol
• Article Data: 15

Chemical Properties

• Melting Point: 47-49 °C(lit.)
• Boiling Point: 189°C
• Flash Point: >230 °F
• Appearance: /Crystalline
• Density: 1.246
• Vapor Pressure: 0.845mmHg at 25°C
• Refractive Index: 1.486
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• BRN: 1940316
• CAS DataBase Reference: 2,4-Difluorobenzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Difluorobenzonitrile(3939-09-1)
• EPA Substance Registry System: 2,4-Difluorobenzonitrile(3939-09-1)

Safety Data

• Hazard Codes: Xn,T,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39-36/37/39-36/37
• RIDADR: 3439
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 3939-09-1(Hazardous Substances Data)

Usage

Description

2,4-Difluorobenzonitrile is an organic compound characterized by the presence of two fluorine atoms at the 2nd and 4th positions on a benzene ring, with a nitrile group (C≡N) attached to the carbon atom. This molecule is known for its unique chemical properties and reactivity, making it a valuable intermediate in various chemical synthesis processes.

Uses

Used in Pharmaceutical Industry:
2,4-Difluorobenzonitrile is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique structure allows for the development of new drugs with improved properties, such as increased potency, selectivity, and reduced side effects.
Used in Agrochemical Industry:
In the agrochemical industry, 2,4-Difluorobenzonitrile serves as a crucial building block for the synthesis of novel agrochemicals, including insecticides, herbicides, and fungicides. Its incorporation into these compounds can enhance their effectiveness and selectivity, leading to more sustainable agricultural practices.
Used in Material Science:
2,4-Difluorobenzonitrile is also utilized in the development of advanced materials, such as polymers and coatings, with improved properties. The presence of fluorine atoms in the molecule can impart unique characteristics, such as increased thermal stability, chemical resistance, and non-stick properties.
Used in the Synthesis of Fluoro-3-amino-1,2-benzisoxazoles:
2,4-Difluorobenzonitrile is used as a starting material in the synthesis of 2-methylsulfonyl-4-fluorobenzylaminefluoro-3-amino-1,2-benzisoxazoles. These compounds have potential applications in various fields, including pharmaceuticals, agrochemicals, and material science, due to their unique chemical properties and reactivity.

InChI:InChI=1/C7H3F2N/c8-6-2-1-5(4-10)7(9)3-6/h1-3H

Upstream product

• 1435-44-5 1-chloro-2,4-difluorobenzene 
• 151-50-8 potassium cyanide 
• 348-57-2 2,4-difluorobromobenzene 
• 135205-66-2 N?cyanosuccinimide 
• 144025-03-6 2,4-difluorophenylboronic acid 
• 96606-37-0 2,4,6-trifluorobenzonitrile 
• 56456-47-4 2,4-difluorobenzyl alcohol 
• 85118-02-1 2,4-difluorobenzamide 
• 72482-64-5 2,4-difluorobenzoyl chloride 
• 1583-58-0 2,4-difluoro-benzoic acid 
• 773837-37-9 sodium cyanide 
• 2265-93-2 2,4-difluoro-1-iodobenzene 
• 367-25-9 2,4-difluorophenylamine 
• 557-21-1 dicyanozinc 

Downstream Products

• 119584-78-0 2,4-diamino-7-fluoroquinazoline 
• 67152-20-9 2,4-difluoro-5-nitrobenzonitrile 
• 177995-38-9 6-fluoro-3-amino-1,2-benzisoxazole 
• 182875-01-0 4-(4-Cyano-3-fluoro-phenoxy)-piperidine-1-carboxylic acid tert-butyl ester 
• 100-47-0 benzonitrile 
• 175276-92-3 2,4-difluorobenzene-1-carbothioamide 
• 869591-76-4 4-fluoro-2-(2H-1,2,3-triazol-2-yl)benzonitrile 
• 869591-79-7 4-fluoro-2-(1,1-dioxo-1λ6-[1,2]thiazinan-2-yl)benzonitrile 
• 688782-28-7 4-(4-amino-2-chlorophenoxy)-2-fluorobenzonitrile 
• 894779-70-5 4-{[2-(dimethylamino)ethyl]oxy}-2-fluorobenzonitrile 
• 129946-64-1 2-fluoro-4-hydrazinobenzonitrile 
• 933772-78-2 4-fluoro-2-(2,2,2-trifluoro-ethoxy)-benzonitrile 
• 1196958-77-6 tert-butyl 4-(2-cyano-5-fluorophenyl)piperazine-1-carboxylate 
• 1224433-06-0 (E)-2-fluoro-4-(3-(pyridin-2-ylethynyl)cyclohex-2-enylideneaminooxy)benzonitrile 

Relevant articles and documents

Development and Molecular Understanding of a Pd-Catalyzed Cyanation of Aryl Boronic Acids Enabled by High-Throughput Experimentation and Data Analysis

A synthetic method for the palladium-catalyzed cyanation of aryl boronic acids using bench stable and non-toxic N-cyanosuccinimide has been developed. High-throughput experimentation facilitated the screen of 90 different ligands and the resultant statistical data analysis identified that ligand σ-donation, π-acidity and sterics are key drivers that govern yield. Categorization into three ligand groups – monophosphines, bisphosphines and miscellaneous – was performed before the analysis. For the monophosphines, the yield of the reaction increases for strong σ-donating, weak π-accepting ligands, with flexible pendant substituents. For the bisphosphines, the yield predominantly correlates with ligand lability. The applicability of the designed reaction to a wider substrate scope was investigated, showing good functional group tolerance in particular with boronic acids bearing electron-withdrawing substituents. This work outlines the development of a novel reaction, coupled with a fast and efficient workflow to gain understanding of the optimal ligand properties for the design of improved palladium cross-coupling catalysts.

Metal-free HNO3/TEMPO-catalyzed conversion of benzyl alcohols to aromatic nitriles with oxygen molecule as the terminal oxidant

A non-metal catalytic method for the aerobic conversion of primary alcohols to aromatic nitriles via a single-step operation was developed. A series of primary benzyl alcohols underwent this transformation to give the targeted products in moderate to high yields under the catalysis of TEMPO/ HNO3.

A 4, 6 - double-halogenated isophthalonitrile preparation method (by machine translation)

The present invention relates to the technical field of the synthesis of pharmaceutical intermediates, in particular to a 4, 6 - double-halogenated isophthalonitrile preparation method, through the use of cheap and easily obtained 2, 4 - double-halo benzoic acid as the raw material, the reaction of the halide, the amidation reaction, dehydration reaction, the nitration reaction, reduction reaction, the diazotization reaction, the substitution reaction for the synthesis of 4, 6 - double-halogenated isophthalonitrile; the total yield can be 21.5%. The process route is easily obtained and cheap materials, few by-products, the purification treatment is the process is simple, easy to realize industrial production. (by machine translation)