1-Phenyl-1,2-propanedione-2-oxime

Base Information

• Chemical Name: 1-Phenyl-1,2-propanedione-2-oxime
• CAS No.: 119-51-7
• Molecular Formula: C9H9NO2
• Molecular Weight: 163.176
• Hs Code.: 29280090
• European Community (EC) Number: 204-329-2
• NSC Number: 5410
• DSSTox Substance ID: DTXSID5051602
• Mol file: 119-51-7.mol

Synonyms:1-phenyl-1,2-propanedione-2-oxime;alpha-isonitropropiophenone

Chemical Property of 1-Phenyl-1,2-propanedione-2-oxime

Chemical Property:

• Appearance/Colour: White to light yellow crystals
• Vapor Pressure: 0.000835mmHg at 25°C
• Melting Point: 113-115 °C(lit.)
• Refractive Index: 1.537
• Boiling Point: 292.5 °C at 760 mmHg
• PKA: 9.28±0.10(Predicted)
• Flash Point: 130.7 °C
• PSA: 49.66000
• Density: 1.1 g/cm³
• LogP: 1.71940
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 163.063328530
• Heavy Atom Count: 12
• Complexity: 193

Purity/Quality:

98% ^*data from raw suppliers

1-Phenyl-1,2-propanedione-2-oxime ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 24/25-37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=NO)C(=O)C1=CC=CC=C1
• Isomeric SMILES: C/C(=N\O)/C(=O)C1=CC=CC=C1
• Uses: Reactant involved in synthesis of:Cyclometalated iridium complexes for photophysical and electrochemical studiesHydroimidazothiazoles via iodination and cyclization reactionsReactant involved in:Sonogashira coupling reactionsAllylation of aromatic aldehydes using imidazole oside catalystsBeckmann rearrangement of α-oximinoketonesReagent used in the colorimetric determination of urea

Technology Process of 1-Phenyl-1,2-propanedione-2-oxime

There total 20 articles about 1-Phenyl-1,2-propanedione-2-oxime which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

1-phenyl-propan-1-one (93-55-0) → 1-phenyl-1,2-propanedione 2-oxime (119-51-7)

Guidance literature:

With hydrogenchloride; tert-Butyl thionitrate; In tetrahydrofuran; at 0 ℃; for 0.3h;

DOI:10.1016/S0040-4039(00)99137-8

Reference yield: 93.0%

Phenyl vinyl ketone (768-03-6,26742-84-7) → 1-phenyl-1,2-propanedione 2-oxime (119-51-7)

Guidance literature:

With n-Butyl nitrite; phenylsilane; N,N'-bis(2-ethoxycarbonyl-3-oxobutylidene)ethylenediaminatocobalt(II) complex; In tetrahydrofuran; for 19h; Ambient temperature;

DOI:10.1246/bcsj.64.2948

Reference yield: 84.0%

→ 1-phenyl-1,2-propanedione 2-oxime (119-51-7)

Guidance literature:

upstream raw materials:

methyl nitrite

1-phenyl-propan-1-one

n-Butyl nitrite

isopentyl nitrite

Downstream raw materials:

1-hydroxy-1,1-diphenylpropan-2-one oxime

1-phenyl-propane-1,2-dione-2-oxime-1-phenylhydrazone

norepinephrine

1-Hydroxy-1-phenyl-2-propanone oxime

Refernces

• 1、 He, Bin-Qing,Gao, Yuan,Wang, Peng-Zi,Wu, Hong,Zhou, Hong-Bin,Liu, Xiao-Peng,Chen, Jia-Rong. "Dual photoredox/palladium-catalyzed C-H acylation of 2-arylpyridines with oxime esters". supporting information. p. 373 - 377. Retrieved 2020/09/11.
• 2、 Jahn, Ullrich,Ma?ek, Tomá?. "Enolate-Based Regioselective Anti-Beckmann C-C Bond Cleavage of Ketones". . p. 11608 - 11632. Retrieved 2021/09/02.