4640-68-0

Basic information

• Product Name: 3,4-DICHLOROBENZOYLACETONITRILE
• Synonyms: 3-(3,4-DICHLOROPHENYL)-3-OXOPROPANENITRILE;AKOS B029577;3,4-DICHLOROBENZOYLACETONITRILE;BUTTPARK 45\09-35;3-(3,4-Dichlorophenyl)-3-oxopropionitrile;2-(3,4-DICHLOROBENZOYL) ACETONITRILE
• CAS NO: 4640-68-0
• Molecular Formula: C₉H₅Cl₂NO
• Molecular Weight: 214.05
• Mol File: 4640-68-0.mol
• Article Data: 7

Chemical Properties

• Melting Point: 114 °C
• Boiling Point: 398.4°C at 760 mmHg
• Flash Point: 194.7°C
• Appearance: /
• Density: 1.383g/cm³
• Vapor Pressure: 1.48E-06mmHg at 25°C
• Refractive Index: 1.567
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 6.71±0.12(Predicted)
• BRN: 3267648
• CAS DataBase Reference: 3,4-DICHLOROBENZOYLACETONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-DICHLOROBENZOYLACETONITRILE(4640-68-0)
• EPA Substance Registry System: 3,4-DICHLOROBENZOYLACETONITRILE(4640-68-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 4640-68-0(Hazardous Substances Data)

Usage

General Description

3,4-Dichlorobenzoyl acetonitrile is a chemical compound with the molecular formula C9H5Cl2NO. It is a white solid that is used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. 3,4-DICHLOROBENZOYLACETONITRILE is also utilized as a building block in the preparation of various organic compounds. 3,4-Dichlorobenzoyl acetonitrile is considered a hazardous chemical and should be handled with care due to its toxic and irritant properties. It is important to follow proper safety protocols when working with this compound to minimize the risk of exposure and adverse effects.

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

Upstream product

• 2905-68-2 methyl 3,4-dichlorobenzoate 
• 75-05-8 acetonitrile 
• 51-44-5 3,4-dichlorbenzoic acid 
• 372-09-8 cyanoacetic acid 
• 3024-72-4 3,4-dichlorobenzoyl chloride 
• 18293-53-3 2-trimethylsilylacetonitrile 
• 201230-82-2 carbon monoxide 
• 20555-91-3 3,4-dichloroiodobenzene 
• 13939-06-5 molybdenum hexacarbonyl 
• 2632-10-2 2-bromo-1-(3,4-dichlorophenyl)ethanone 
• 2642-63-9 3',4'-dichloroacetophenone 
• 773837-37-9 sodium cyanide 
• 909301-59-3 3-chloro-3-(3,4-dichlorophenyl)-2-propenenitrile 

Downstream Products

• 53882-71-6 Dithiophosphoric acid O-[(E)-2-cyano-1-(3,4-dichloro-phenyl)-vinyl] ester O'-ethyl ester S-propyl ester 
• 62487-66-5 2-(3,4-dichloro-benzoyl)-3,3-bis-methylsulfanyl-acrylonitrile 
• 914644-04-5 2-amino-3-(3,4-dichloro-benzoyl)-4,7-dihydro-5H-thieno[2,3-c]pyridine-6-carboxylic acid tert-butyl ester 
• 914644-24-9 N-[3-(3,4-dichloro-benzoyl)-thieno[2,3-c]pyridin-2-yl]-acetamide 
• 914644-13-6 N-[3-(3,4-dichloro-benzoyl)-4,5,6,7-tetrahydro-thieno[2,3-c]pyridin-2-yl]-acetamide 
• 237435-75-5 ethyl 3-amino-5-(3,4-dichlorophenyl)-1H-pyrrole-2-carboxylate 
• 893383-55-6 (2-amino-5,6-dihydro-4H-cyclopenta[b]thiophen-3-yl)-(3,4-dichloro-phenyl)-methanone 
• 522600-25-5 7-amino-5-(3,4-dichloro-phenyl)-pyrazolo[1,5-a]pyrimidine-2-carboxylic acid 

Relevant articles and documents

Deadly KCN and pricey metal free track for accessing β-ketonitriles employing mild reaction conditions

A one pot synthesis of β-ketonitriles from readily accessible 3-chloropropenals using economically benign iodine, aqueous ammonia and sodium hydroxide solution, employing mild reaction conditions have been described. This report presents a convenient, inexpensive, highly toxic-matter-free and eco-friendly approach for β-ketonitriles.

Discovery of mixed type thymidine phosphorylase inhibitors endowed with antiangiogenic properties: Synthesis, pharmacological evaluation and molecular docking study of 2-thioxo-pyrazolo[1,5-a][1,3,5]triazin-4-ones. Part II

In our drug discovery program, a series of 2-thioxo-pyrazolo[1,5-a][1,3,5] triazin-4-ones were designed, synthesized and evaluated for their TP inhibitory potential. All the synthesized analogues conferred a varying degree of TP inhibitory activity, comparable or better than positive control, 7-deazaxanthine (7-DX, 2) (IC50 value = 42.63 μM). A systematic approach to the lead optimization identified compounds 3c and 4a as the most promising TP inhibitors, exhibiting mixed mode of enzyme inhibition. Moreover, selected compounds demonstrated the ability to attenuate the expression of the angiogenic markers (viz. MMP-9 and VEGF) in MDA-MB-231 cells at sublethal concentrations. In addition, molecular docking studies revealed the plausible binding orientation of these inhibitors towards TP, which was in accordance with the experimental results. Taken as a whole, these compounds would constitute a new direction for the design of novel TP inhibitors with promising antiangiogenic properties.

Palladium-catalyzed carbonylation with Mo(CO)for the synthesis of benzoylacetonitriles

Benzoylacetonitriles were synthesized by the palladium-catalyzed carbonylation of aryl iodides and trimethylsilylacetonitrile using Mo(CO)as a carbon monoxide source. Pd(PPhCland CuFwere employed as the catalyst and activator, respectively. A variety of aryl iodides bearing alkyl, alkoxy, fluoro, chloro, bromo, nitrile, ester, and ketone groups afforded the corresponding benzoylacetonitriles in moderate to good yields. Georg Thieme Verlag Stuttgart ? New York.