71516-68-2

Basic information

• Product Name: 1-(3,4-DICHLOROPHENYL)ETHAN-1-ONE OXIME
• Synonyms: 1-(3,4-DICHLOROPHENYL)ETHAN-1-ONE OXIME;3'',4''-DICHLOROACETOPHENONE OXIME
• CAS NO: 71516-68-2
• Molecular Formula: C₈H₇Cl₂NO
• Molecular Weight: 204.05
• Mol File: 71516-68-2.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 317.8°C at 760 mmHg
• Flash Point: 146°C
• Appearance: /
• Density: 1.33g/cm³
• Vapor Pressure: 0.000158mmHg at 25°C
• Refractive Index: 1.566
• PKA: 11.02±0.70(Predicted)
• CAS DataBase Reference: 1-(3,4-DICHLOROPHENYL)ETHAN-1-ONE OXIME(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3,4-DICHLOROPHENYL)ETHAN-1-ONE OXIME(71516-68-2)
• EPA Substance Registry System: 1-(3,4-DICHLOROPHENYL)ETHAN-1-ONE OXIME(71516-68-2)

Safety Data

• Hazardous Substances Data: 71516-68-2(Hazardous Substances Data)

Usage

Description

1-(3,4-Dichlorophenyl)ethan-1-one oxime, commonly known as DCPA oxime, is a chemical compound with the molecular formula C8H7Cl2NO. It is a white solid that is widely utilized in the production of crop protection products, such as herbicides and pesticides. DCPA oxime is recognized for its effectiveness in inhibiting the growth of unwanted plants and pests, making it a valuable asset in the agricultural industry. Additionally, it is employed in the research and development of new chemicals and holds potential applications in the pharmaceutical sector. However, it is crucial to handle DCPA oxime with care, as it can be toxic if ingested or inhaled and may cause irritation to the skin and eyes.

Uses

Used in Crop Protection Industry:
1-(3,4-Dichlorophenyl)ethan-1-one oxime is used as an active ingredient for the production of herbicides and pesticides. It is effective in controlling the growth of unwanted plants and pests, thereby enhancing crop yield and quality.
Used in Research and Development:
DCPA oxime is utilized as a key compound in the research and development of new chemicals. Its unique properties and reactivity make it a valuable tool for creating novel chemical entities with potential applications in various industries.
Used in Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, given its potential applications in the pharmaceutical sector, 1-(3,4-Dichlorophenyl)ethan-1-one oxime could be used as a starting material or intermediate in the synthesis of pharmaceutical compounds, targeting specific therapeutic areas.

InChI:InChI=1/C8H7Cl2NO/c1-5(11-12)6-2-3-7(9)8(10)4-6/h2-4,12H,1H3

Upstream product

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Downstream Products

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• 1207728-08-2 C₁₅H₁₃Cl₂NO₅ 
• 1207727-89-6 [3-(3,4-dichlorophenyl)isoxazol-5-yl]acetic acid ethyl ester 
• 1207728-09-3 3-(3,4-dichlorophenyl)-3a,4,5,6a-tetrahydrofuro[3,2-d]isoxazole 
• 1376770-97-6 1-(3,4-dichlorophenyl)-4-hydroxy-4-phenyl-butan-1-one 
• 1376770-92-1 3-(3,4-dichlorophenyl)-6-phenyl-5,6-dihydro-4H-[1,2]oxazine 
• 1613310-04-5 (4R,5S)-diphenylmethyl 5-(3,4-dichlorophenyl)-5-methyl-4,5-dihydro-1H-imidazole-4-carboxylate 
• 1613309-66-2 (4R,5S)-diphenylmethyl 5-(3,4-dichlorophenyl)-1-(diphenylphosphoryl)-5-methyl-4,5-dihydro-1H-imidazole-4-carboxylate 

Relevant articles and documents

AgNO3as Nitrogen Source for Cu-Catalyzed Cyclization of Oximes with Isocyanates: A Facile Route to N-2-Aryl-1,2,3-triazoles

A versatile copper-catalyzed [3 + 1 + 1] annulation of oximes and isocyanates with AgNO3 is described. In this conversion, AgNO3 and isocyanates instead of conventional azide or diazonium reagents were used as the nitrogen source. This three-component transformation was achieved by cleaving N-O/C-H/C-N bonds and building CN/N-N bonds, which provides a strategy to prepare N-2-aryl-1,2,3-triazoles with a good substrate and functional compatibility.

Copper(0)/PPh3-Mediated Bisheteroannulations of o-Nitroalkynes with Methylketoximes Accessing Pyrazo-Fused Pseudoindoxyls

A copper(0)/PPh3-mediated cascade bisheteroannulation reaction of o-nitroalkynes with methylketoximes has been developed that provides viable access to a diverse range of pyrazo-fused pseudoindoxyl compounds. Synthetically useful functional groups including sensitive C-I bonds are compatible with this system. Mechanistic studies suggest a reaction cascade involving sequential PPh3-mediated deoxygenative cycloisomerization and copper-catalyzed [3 + 2] pyrazo-annulation.

Catalytic Enantio- and Diastereoselective Mannich Addition of TosMIC to Ketimines

Chiral amines bearing a stereocenter in the α position are ubiquitous compounds with many applications in the pharmaceutical and agrochemical sectors, as well as in catalysis. Catalytic asymmetric Mannich additions represent a valuable method to access such compounds in enantioenriched form. This work reports the first enantio- and diastereoselective addition of commercially available p-toluenesulfonylmethyl isocyanide (TosMIC) to ketimines, affording 2-imidazolines bearing two contiguous stereocenters, one of which is fully-substituted, with high yields and excellent stereocontrol. The reaction, catalyzed by silver oxide and a dihydroquinine-derived N,P-ligand, is broad in scope, operationally simple, and scalable. Derivatization of the products provides enantioenriched vicinal diamines, precursors to NHC ligands and sp3-rich heterocyclic scaffolds. Computations are used to understand catalysis and rationalize stereoselectivity.