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
• Article Data: 4

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

General Description

2-(2,4-Dibromophenyl)acetonitrile, also known as DBPAN, is a chemical compound with the molecular formula C8H5Br2N. It is a white to off-white solid that is primarily used as an intermediate in the synthesis of pharmaceuticals and other organic compounds. DBPAN has a wide range of applications, including in the manufacturing of dyes, pigments, and agricultural chemicals. It is also used as a building block in organic synthesis, particularly for the production of heterocyclic compounds. Additionally, DBPAN has been studied for its potential biological activities, and it has shown promising antifungal and antibacterial properties. However, it is important to handle DBPAN with care, as it is considered to be potentially harmful if ingested, inhaled, or absorbed through the skin.

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

Upstream product

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

Downstream Products

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

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%.