39528-61-5

Basic information

• Product Name: 3-(2',4'-DICHLOROPHENYL)-3-OXOPROPANENITRILE
• Synonyms: 2,4-DICHLOROBENZOYLACETONITRILE;3-(2',4'-DICHLOROPHENYL)-3-OXOPROPANENITRILE;3-(2,4-DICHLORO-PHENYL)-3-OXO-PROPIONITRILE;Benzenepropanenitrile, 2,4-dichloro-b-oxo-;2,4-Dichlorophenacyl cyanide;2,4-Dichloro-b-oxo-benzenepropanenitrile
• CAS NO: 39528-61-5
• Molecular Formula: C₉H₅Cl₂NO
• Molecular Weight: 214.05
• Mol File: 39528-61-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 350.7 °C at 760 mmHg
• Flash Point: 165.9 °C
• Appearance: /
• Density: 1.383g/cm³
• Vapor Pressure: 4.31E-05mmHg at 25°C
• Refractive Index: 1.567
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-(2',4'-DICHLOROPHENYL)-3-OXOPROPANENITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2',4'-DICHLOROPHENYL)-3-OXOPROPANENITRILE(39528-61-5)
• EPA Substance Registry System: 3-(2',4'-DICHLOROPHENYL)-3-OXOPROPANENITRILE(39528-61-5)

Safety Data

• Hazardous Substances Data: 39528-61-5(Hazardous Substances Data)

Usage

General Description

3-(2',4'-Dichlorophenyl)-3-oxopropanenitrile is a complex chemical compound characterized by the presence of 2',4'-dichlorophenyl organic group, a carbonyl group (3-oxo) and a nitrile group. These elements collectively give the chemical its unique properties and reactivity. As an organic chemical, it is typically synthesized in a laboratory environment and it is generally used in research or for industrial applications. Despite its complex name, each component of 3-(2',4'-Dichlorophenyl)-3-oxopropanenitrile plays a crucial role in its overall behavior and reactivity. The presence of specific functional groups, such as the 2',4'-dichlorophenyl group, distinguishes this chemical from other similar compounds and determines its specific chemical and physical characteristics.

InChI:InChI=1/C9H5Cl2NO/c10-6-1-2-7(8(11)5-6)9(13)3-4-12/h1-2,5H,3H2

Upstream product

• 56882-52-1 ethyl 2,4-dichlorobenzoate 
• 75-05-8 acetonitrile 
• 143-33-9 sodium cyanide 
• 2631-72-3 2,4-dichlorophenacyl bromide 
• 1116-98-9 cyanoacetic acid tert-butyl ester 
• 89-75-8 2,4-dichlorobenzoyl chloride 
• 35112-28-8 methyl 2,4-dichlorobenzoate 

Downstream Products

• 222056-36-2 5-(2,4-dichloro-phenyl)-2-(2,2-diethoxy-ethyl)-2H-pyrazol-3-ylamine 
• 1402977-10-9 C₉H₇Cl₂NO 
• 501902-19-8 3-(2,4-dichlorophenyl)-1,2-oxazol-5-amine 

Relevant articles and documents

Chemo- And stereoselective reduction of β-keto-α-oximino nitriles by using baker's yeast

The baker's yeast mediated reduction of β-keto-α-oximino nitriles 3 at 20 ° C gave β-hydroxy-α-oximino nitriles 4 in high yields with high enantiomeric purity [enantiomeric excess (ee) values >99%]. At room temperature, the same reaction afforded the product in a slightly lower yield. The β-hydroxy-α-oximino nitriles 4 were obtained as single stereoisomers according to chiral GC-MS analyses and the 1H and 19F NMR spectra of the corresponding Mosher esters. The abso-lute stereochemistry of alcohol 4a was determined by hydrolysis of its oximino nitrile group followed by conversion into its corresponding α-hydroxy ester. The β-hydroxy-α-oximino nitrile products were further submitted to oxime- and nitrileselective transformations. This chemo- and stereoselective reduction can be used to generate important chiral building blocks.

Unexpected stereorecognition in nitrilase-catalyzed hydrolysis of β-hydroxy nitriles

Biocatalytic enantioselective hydrolysis of β-hydroxy nitriles to corresponding (S)-enriched β-hydroxy carboxylic acids has been achieved for the first time by an isolated nitrilase bII6402 from Bradyrhizobium japonicum USDA110. This offers a new "green" approach to optically pure β-hydroxy nitriles and β-hydroxy carboxylic acids. The observed remote stereorecognition is surprising because this nitrilase shows no enantioselectivity for the hydrolysis of α-hydroxy nitriles such as mandelonitrile.

Synthesis of mono- and disubstituted 1H-imidazo[1,2-b]pyrazoles

The improved synthesis of 1H-imidazo[1,2-b]pyrazole 1 and of mono- and disubstituted derivatives is described and representative experimental procedures are given. Namely, 2-, 3-, 7- and 6-monosubstituted (2-15k), 2,3- and 6,7-disubstituted (16,17) compounds are prepared and characterized.