66246-16-0

Basic information

• Product Name: 2-(2,4-DIBROMOPHENYL)ACETONITRILE
• Synonyms: 2-(2,4-DIBROMOPHENYL)ACETONITRILE;2,4-DibroMophenylacetonitrile;2,4-Dibromobenzyl cyanide;2,4-Dibromobenzeneacetonitrile
• CAS NO: 66246-16-0
• Molecular Formula: C₈H₅Br₂N
• Molecular Weight: 274.94
• Mol File: 66246-16-0.mol

Chemical Properties

• Boiling Point: 338.6 °C at 760 mmHg
• Flash Point: 158.6 °C
• Appearance: /
• Density: 1.857 g/cm³
• Vapor Pressure: 9.74E-05mmHg at 25°C
• Refractive Index: 1.606
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-(2,4-DIBROMOPHENYL)ACETONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2,4-DIBROMOPHENYL)ACETONITRILE(66246-16-0)
• EPA Substance Registry System: 2-(2,4-DIBROMOPHENYL)ACETONITRILE(66246-16-0)

Safety Data

• Hazardous Substances Data: 66246-16-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-(2,4-Dibromophenyl)acetonitrile is used as a chemical intermediate for the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Dye and Pigment Manufacturing:
DBPAN is utilized as a key component in the production of dyes and pigments, enhancing the color properties and stability of these products.
Used in Agricultural Chemicals:
2-(2,4-Dibromophenyl)acetonitrile is employed in the manufacturing of agricultural chemicals, potentially contributing to the development of more effective and safer agrochemicals.
Used in Organic Synthesis:
DBPAN is used as a building block in organic synthesis, particularly for the production of heterocyclic compounds, which are important in various chemical and pharmaceutical applications.
Used in Antimicrobial Applications:
2-(2,4-Dibromophenyl)acetonitrile has been studied for its potential antifungal and antibacterial properties, indicating its possible use in the development of new antimicrobial agents.

InChI:InChI=1/C8H5Br2N/c9-7-2-1-6(3-4-11)8(10)5-7/h1-2,5H,3H2

Upstream product

• 16532-79-9 4-Bromophenylacetonitrile 
• 5629-98-1 2,4-dibromobenzaldehyde 
• 151-50-8 potassium cyanide 
• 64382-92-9 2,4-dibromo-1-(bromomethyl)benzene 
• 143-33-9 sodium cyanide 
• 615-57-6 2,4-dibromo-aniline 
• 78222-69-2 2,4-dibromobenzonitrile 
• 666747-06-4 (2,4-dibromophenyl)methanol 

Downstream Products

• 98434-44-7 (2,4-dibromophenyl)acetic acid 
• 943906-71-6 2,4-dibromophenethyl alcohol 
• 58830-70-9 2,4-dibromo-α-butylbenzeneacetonitrile 
• 107943-56-6 2-(2,4-dibromo-phenyl)-3c-phenyl-acrylonitrile 

Relevant articles and documents

Palladium-Catalyzed, ortho-Selective C-H Halogenation of Benzyl Nitriles, Aryl Weinreb Amides, and Anilides

A palladium-catalyzed, ortho-selective C-H halogenation methodology is reported herein. The highlight of the work is the highly selective C(sp2)-H functionalization of benzyl nitriles in the presence of activated C(sp3)-H bond, which results in good yields of the halogenated products with excellent regioselectivity. Along with benzyl nitriles, aryl Weinreb amides and anilides have been evaluated for the transformation using aprotic conditions. Mechanistic studies yield interesting aspects with respect to the pathway of the reaction and the directing group abilities.

The first syntheses of 3-bromofascaplysin, 10-bromofascaplysin and 3,10-dibromofascaplysin-marine alkaloids from Fascaplysinopsis reticulata and Didemnum sp. by application of a simple and effective approach to the pyrido[1,2-a:3,4-b′]diindole system

A simple and practical approach for the synthesis of the marine sponge pigment fascaplysin was used for the total syntheses of its natural derivatives, the marine alkaloids 3-bromofascaplysin, 10-bromofascaplysin, and 3,10-dibromofascaplysin. The conditions of each step were revised, and as a result these compounds were produced by identical procedures with total yields of 40-43%.

Synthesis and biological studies of novel 2-aminoalkylethers as potential antiarrhythmic agents for the conversion of atrial fibrillation

A series of 2-aminoalkylethers prepared as potential antiarrhythmic agents is described. The present compounds are mixed sodium and potassium ion channel blockers and exhibit antiarrhythmic activity in a rat model of ischemia-induced arrhythmias. Structure-activity studies led to the identification of three compounds 5, 18, and 26, which were selected based on their particular in vivo electrophysiological properties, for studies in two canine atrial fibrillation (AF) models. The three compounds converted AF in both models, but only compound 26 was shown to be orally bioavailable. Resolution of the racemate 26 into its corresponding enantiomers 40 and 41 and subsequent biological testing of these enantiomers led to the selection of (1S,2S)-1-(1-naphthalenethoxy)-2-(3- ketopyrrolidinyl)cyclohexane monohydrochloride (41) as a potential atrial selective antiarrhythmic candidate for further development.

Fungicidal 1-(2-aryl-2-R-ethyl)-1H-1,2,4-triazoles

Novel compounds of the class of 1-(2-aryl-2-R-ethyl)-1H-1,2,4-triazoles having fungicidal and plant-growth regulating properties.