144772-39-4

Basic information

• Product Name: 2,2-dibromo-2-chloro-acetonitrile
• Synonyms: 2,2-dibromo-2-chloro-acetonitrile
• CAS NO: 144772-39-4
• Molecular Formula: C₂Br₂ClN
• Molecular Weight: 233.2891
• Product Categories: Aliphatics
• Mol File: 144772-39-4.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 118.2 °C at 760 mmHg
• Flash Point: 25.3 °C
• Appearance: /
• Density: 2.515 g/cm³
• Vapor Pressure: 16.8mmHg at 25°C
• Refractive Index: 1.594
• CAS DataBase Reference: 2,2-dibromo-2-chloro-acetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-dibromo-2-chloro-acetonitrile(144772-39-4)
• EPA Substance Registry System: 2,2-dibromo-2-chloro-acetonitrile(144772-39-4)

Safety Data

• Hazardous Substances Data: 144772-39-4(Hazardous Substances Data)

Usage

Description

2,2-dibromo-2-chloro-acetonitrile is an organic compound that belongs to the class of halogenated acetonitriles. It is characterized by the presence of two bromine atoms and one chlorine atom attached to a carbon atom, which is also bonded to a nitrile group. 2,2-dibromo-2-chloro-acetonitrile is known for its reactivity and is used in various industrial applications due to its unique chemical properties.

Uses

Used in Water Treatment Industry:
2,2-dibromo-2-chloro-acetonitrile is used as a disinfection byproduct (DBP) in the chlorination or chloramination process of drinking water. Its application is crucial for ensuring the safety and quality of water supplies by eliminating harmful microorganisms and pathogens.
Used in Chemical Synthesis:
In the chemical industry, 2,2-dibromo-2-chloro-acetonitrile serves as an important intermediate in the synthesis of various organic compounds. Its unique structure allows for a range of reactions, making it a versatile building block for the creation of new molecules with specific properties and applications.
Used in Pharmaceutical Research:
Due to its reactivity and structural features, 2,2-dibromo-2-chloro-acetonitrile is also utilized in the development of new pharmaceutical compounds. Researchers can exploit its properties to design and synthesize novel drugs with potential therapeutic applications.
Used in Environmental Monitoring:
The presence of 2,2-dibromo-2-chloro-acetonitrile in water systems can be an indicator of the effectiveness of disinfection processes. As such, it is used in environmental monitoring to assess the quality of drinking water and ensure that it meets safety standards.

InChI:InChI=1/C2Br2ClN/c3-2(4,5)1-6

Upstream product

• 107-14-2 chloroacetonitrile 

Downstream Products

• 5278-95-5 chlorodibromoacetic acid 
• 855878-13-6 dibromochloroacetamide 

Relevant articles and documents

Hydrolysis of haloacetonitriles: Linear free energy relationship. Kinetics and products

The hydrolysis rates of mono-, di- and trihaloacetonitriles were studied in aqueous buffer solutions at different pH. The stability of haloacetonitriles decreases and the hydrolysis rate increases with increasing pH and number of halogen atoms in the molecule. The monochloroacetonitriles are the most stable and are also less affected by pH-changes, while the trihaloacetonitriles are the least stable and most sensitive to pH changes. The stability of haloacetonitriles also increases by substitution of chlorine atoms with bromine atoms. The hydrolysis rates in different buffer solutions follow first order kinetics with a minimum hydrolysis rate at intermediate pH. Thus, haloacetonitriles have to be preserved in weakly acid solutions between sampling and analysis. The corresponding haloacetamides are formed during hydrolysis and in basic solutions they can hydrolyze further to give haloacetic acids. Linear free energy relationship can be used for prediction of degradation of haloacetonitriles during hydrolysis in water solutions. The hydrolysis rates of mono-, di- and trihaloacetonitriles were studied in aqueous buffer solutions at different pH. The stability of haloacetonitriles decreases and the hydrolysis rate increases with increasing pH and number of halogen atoms in the molecule: The monochloroacetonitriles are the most stable and are also less affected by pH-changes, while the trihaloacetonitriles are the least stable and most sensitive to pH changes. The stability of haloacetonitriles also increases by substitution of chlorine atoms with bromine atoms. The hydrolysis rates in different buffer solutions follow first order kinetics with a minimum hydrolysis rate at intermediate pH. Thus, haloacetonitriles have to be preserved in weakly acid solutions between sampling and analysis. The corresponding haloacetamides are formed during hydrolysis and in basic solutions they can hydrolyze further to give haloacetic acids. Linear free energy relationship can be used for prediction of degradation of haloacetonitriles during hydrolysis in water solutions.