6797-44-0

Basic information

• Product Name: 1-PHENYL-1,2,3-BUTANETRIONE 2-OXIME
• Synonyms: ISO-NITROSOBENZOYL ACETONE;1-PHENYL-1,2,3-BUTANETRIONE 2-OXIME;2,3-butanetrione,1-phenyl-2-oxime;IBA~Isonitrosobenzoylacetone;1-phenylbutane-1,2,3-trione 2-oxime;1-Phenyl-1,2,3-butanetrione 2-oxime, 98+%;1-Phenyl-2-(hydroxyimino)-1,3-butanedione;2-Hydroxyimino-1-phenyl-1,3-butanedione
• CAS NO: 6797-44-0
• Molecular Formula: C₁₀H₉NO₃
• Molecular Weight: 191.18
• EINECS: 229-869-6
• Mol File: 6797-44-0.mol
• Article Data: 9

Chemical Properties

• Melting Point: 128-130°C
• Boiling Point: 357.149°C at 760 mmHg
• Flash Point: 169.798°C
• Appearance: /
• Density: 1.189g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.554
• PKA: 6.15±0.10(Predicted)
• BRN: 1946580
• CAS DataBase Reference: 1-PHENYL-1,2,3-BUTANETRIONE 2-OXIME(CAS DataBase Reference)
• NIST Chemistry Reference: 1-PHENYL-1,2,3-BUTANETRIONE 2-OXIME(6797-44-0)
• EPA Substance Registry System: 1-PHENYL-1,2,3-BUTANETRIONE 2-OXIME(6797-44-0)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36
• TSCA: Yes
• HazardClass: 6.1
• Hazardous Substances Data: 6797-44-0(Hazardous Substances Data)

Usage

General Description

1-PHENYL-1,2,3-BUTANETRIONE 2-OXIME, also known as benzoin oxime, is a chemical compound with the molecular formula C10H11NO2. It is used primarily in the synthesis of pharmaceuticals and agrochemicals, as well as in the production of dyes and perfumes. Benzoin oxime is a yellowish-white solid that is moderately soluble in water and has a melting point of approximately 138-139°C. It is known to have antioxidant properties and is used in the formulation of rubber products to prevent degradation and improve their lifespan. Additionally, it is a key intermediate in the production of various organic compounds and is utilized in the research and development of new chemical processes.

InChI:InChI=1/C10H9NO3/c1-7(12)9(11-14)10(13)8-5-3-2-4-6-8/h2-6,14H,1H3/b11-9+

Upstream product

• 109-95-5 ethyl nitrite 
• 93-91-4 1-phenylbutan-1,3-dione 
• 62961-61-9 (Z)-4-hydroxy-4-phenyl-3-buten-2-one 
• 64-17-5 ethanol 
• 141-52-6 sodium ethanolate 
• 7782-77-6 cis-nitrous acid 
• 64-19-7 acetic acid 

Downstream Products

• 100370-65-8 2,4-dihydroxy-2-methyl-4-phenyl-pentan-3-one oxime 
• 110332-83-7 1,3-dihydroxy-1,1,3-triphenyl-butan-2-one oxime 
• 500028-02-4 1-phenylbutane-1,2,3-trione 2,3-dioxime 
• 139520-60-8 2.3-bis-seqtrans-hydroxyimino-1-phenyl-butanone-⁽¹⁾ 
• 2009-96-3 2-diazo-1-phenylbutane-1,3-dione 
• 27318-25-8 3⁽⁵⁾-methyl-5⁽³⁾-phenyl-4-nitrosopyrazole 
• 63833-46-5 ethyl 5-benzoyl-2,4-dimethylpyrrole-3-carboxylate 
• 7171-64-4 1,5-diphenyl-3-methyl-4-nitrosopyrazole 
• 6796-58-3 phenyl-(2-p-tolyl-thiazol-4-yl)-ethanedione 2-oxime 
• 6796-67-4 [2-(4-methoxy-phenyl)-thiazol-4-yl]-phenyl-ethanedione 1-oxime 
• 67793-12-8 5-N-Cyclohexylamino-3-methyl-2-nitrosobiphenyl 
• 6796-52-7 phenyl-(2-phenyl-thiazol-4-yl)-ethanedione 2-oxime 
• 6796-64-1 [2-(4-chloro-phenyl)-thiazol-4-yl]-phenyl-ethanedione 1-oxime 
• 124292-70-2 1,5-dimethyl-4-nitroso-3-phenyl-1H-pyrazole 

Relevant articles and documents

A phosphine-mediated synthesis of 2,3,4,5-tetra-substituted N-hydroxypyrroles from α-oximino ketones and dialkyl acetylenedicarboxylates under ionic liquid green-media

Background: The development of multicomponent reactions (MCRs) in the presence of task-specific ionic liquids (ILs), used not only as environmentally benign reaction media, but also as catalysts, is a new approach that meet with the requirements of sustainable chemistry. In recent years, the use of ionic liquids as a green media for organic synthesis has become a chief study area. This is due to their unique properties such as non-volatility, non-flammability, chemical and thermal stability, immiscibility with both organic compounds and water and recyclability. Ionic liquids are used as environmentally friendly solvents instead of hazardous organic solvents. Objective: We report the condensation reaction between α-oximinoketone and dialkyl acetylene dicarboxylate in the presence of triphenylphosphine to afford substituted pyrroles under ionic liquid conditions in good yields. Result: Densely functionalized pyrroles was easily prepared from reaction of α-oximinoketones, dialkyl acetylene dicarboxylate in the presence of triphenylphosphine in a quantitative yield under ionic liquid conditions at room temperature. Conclusion: In conclusion, ionic liquids are indicated as a useful and novel reaction medium for the selective synthesis of functionalized pyrroles. This reaction medium can replace the use of hazardous organic solvents. Easy work-up, synthesis of polyfunctional compounds, decreased reaction time, having easily available-recyclable ionic liquids, and good to high yields are advantages of present method.

Nitrite ionic liquids (IL-ONO and [bmim]NO2) as effective nitrosonium sources for the synthesis of α-oximinoketones under mild heterogeneous conditions

Ketones and β-diketones were nitrosated and converted to their corresponding α-oximinoketones using task-specific ionic liquids, 1-(4-nitritobutyl)-3-methylimidazolium chloride, IL-ONO, and 1-butyl-3-methylimidazolium nitrite at room temperature. The results from two ionic liquids are comparable and showed that these IL's are effective nitrosonium sources for the preparation of oximinoketones. The protocol is rapid, the yields are excellent, and the method is simple. Copyright

An efficient and chemoselective method for oximination of β-diketones under mild and heterogeneous conditions

A combination of oxalic acid dihydrate and sodium nitrite in the presence of wet SiO2 was used as an effective nitrosating agent for the nitrosation of β-diketones to their corresponding α-oximinoketones in moderate to excellent yields under mild and heterogenous conditions.