2-Benzoylacetanilide

Base Information

• Chemical Name: 2-Benzoylacetanilide
• CAS No.: 959-66-0
• Molecular Formula: C15H13NO2
• Molecular Weight: 239.274
• Hs Code.: 2924299090
• European Community (EC) Number: 213-503-7
• NSC Number: 210265
• UNII: F2F5R8VPP9
• DSSTox Substance ID: DTXSID00242024
• Nikkaji Number: J151.180G
• Wikidata: Q83125619
• ChEMBL ID: CHEMBL1704955
• Mol file: 959-66-0.mol

Synonyms:2-Benzoylacetanilide;959-66-0;3-Oxo-N,3-diphenylpropanamide;Benzoylacetanilide;3-Oxo-3-phenylpropionanilide;N-Phenylbenzoylacetamide;NSC 210265;F2F5R8VPP9;Benzenepropanamide, .beta.-oxo-N-phenyl-;EINECS 213-503-7;NSC-210265;NSC210265;alpha-Benzoylacetanilide;Benzoylacetoanilide;98%;.alpha.-Benzoylacetanilide;UNII-F2F5R8VPP9;.alpha.-Benzoylacetoanilide;2-Benzoylacetanilide, 98%;Oprea1_091654;MLS001180391;SCHEMBL1098345;CHEMBL1704955;3-oxo-N,3-diphenyl-propionamide;DTXSID00242024;3-Oxo-N,3-diphenylpropanamide #;HMS1760D03;HMS2804A18;MFCD00003084;[Bis(3Facetoxy)iodo]pentafluorobenzene;AKOS000266773;AM808186;AS-59721;SMR000476093;B0904;FT-0659028;EN300-16262;D88713;A845523;AC-907/25014381;3-[(2-methoxyphenyl)-phenyl-methyl]pentanedinitrile;J-640238;J-640246;J-800245;Z55119693

Chemical Property of 2-Benzoylacetanilide

Chemical Property:

• Appearance/Colour: light yellow powder
• Vapor Pressure: 3.9E-09mmHg at 25°C
• Melting Point: 106-108 °C(lit.)
• Refractive Index: 1.624
• Boiling Point: 473.6°Cat760mmHg
• PKA: 11.37±0.23(Predicted)
• Flash Point: 194.5°C
• PSA: 46.17000
• Density: 1.205g/cm³
• LogP: 2.97110
• Solubility.: acetone: soluble25mg/mL, clear, colorless to faintly yellow
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 239.094628657
• Heavy Atom Count: 18
• Complexity: 289

Purity/Quality:

99% ^*data from raw suppliers

2-Benzoylacetanilide ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)CC(=O)NC2=CC=CC=C2
• Description: 2-Benzoylacetanilide, also known as N-(2-Benzoylphenyl)acetamide, consists of fifteen carbon atoms, thirteen hydrogen atoms, one nitrogen atom, and two oxygen atoms. It is a white crystalline solid with benzoyl and acetamide functional groups. It has a melting point of 107°C. 2-Benzoylacetanilide falls into the category of aromatic anilide compounds due to its structural features.
• Uses: 2-Benzoylacetanilide is utilized in scientific research as a model compound to study structure-activity relationships and synthesize various compounds. Additionally, it is employed in chemical processes, such as the formation of metallalactam complexes.
• References: [1] Synthesis, magnetic and spectral studies on polystyrene-anchored coordination complexes of bi-, tri-, tetra- and hexavalent metal ions with unsymmetrical dibasic tetradentate ONNO donor Schiff base derived from 3-formylsalicylic acid, ethylenediamine and 2-benzoylacetanilide; DOI 10.1007/s12039-009-0006-y

Technology Process of 2-Benzoylacetanilide

There total 59 articles about 2-Benzoylacetanilide 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: 98.0%

phenyl isocyanate (103-71-9) + acetophenone (98-86-2) → 3-oxo-3-phenylpropionanilide (959-66-0)

Guidance literature:

With lithium diisopropyl amide; In diethyl ether; 1.) -78 deg C, 15 - 20 min, 2.) -78 deg C to room temperature, 2 h;

Reference yield: 95.0%

C24H29N3O4 (1236069-51-4) → 3-oxo-3-phenylpropionanilide (959-66-0)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.666667h;

DOI:10.1055/s-0029-1219836

Reference yield: 91.0%

methanol (67-56-1) + Phenylpropargyl aldehyde (2579-22-8) + N-Phenylhydroxylamine (100-65-2) → (E)-3-methoxy-1-phenyl-3-(phenylamino)prop-2-en-1-one + azoxybenzene (495-48-7,55599-32-1) + 3-oxo-3-phenylpropionanilide (959-66-0)

Guidance literature:

In tetrahydrofuran; at 25 ℃; for 6h; Solvent; Molecular sieve; Inert atmosphere;

DOI:10.1039/c9ob00527g

upstream raw materials:

ethanol

2-benzoyl-acetoacetic acid anilide

methyl 3-oxo-3-phenylpropionate

β-anilino-cinnamic acid anilide

Downstream raw materials:

N-(2-phenyl-4-quinolyl)aniline

2-amino-5-benzoyl-4-methylsulfanyl-6-oxo-1-phenyl-1,6-dihydro-pyridine-3-carbonitrile

3-methoxycarbonyl-2-methyl-5-phenyl-4-phenylcarbamoyl-1-ureido-pyrrole

5-benzoyl-2-hydroxy-4-methylsulfanyl-6-oxo-1-phenyl-1,6-dihydro-pyridine-3-carbonitrile

Refernces

• 1、 Ghosh, Arnab,Hegde, Rajeev V.,Rode, Haridas B.,Ambre, Ram,Mane, Manoj V.,Patil, Siddappa A.,Sridhar, Balasubramanian,Dateer, Ramesh B.. "Catalyst- And Additive-Free Approach to Constructing Benzo-oxazine, Benzo-oxazepine, and Benzo-oxazocine: O Atom Transfer and C-O, C-N, and C-O Bond Formation at Room Temperature". supporting information. p. 8189 - 8193. Retrieved 2021/11/01.
• 2、 Wang, Yi-Jie,Zhang, Guo-Yu,Shoberu, Adedamola,Zou, Jian-Ping. "Iron-catalyzed oxidative amidation of acylhydrazines with amines". supporting information. . Retrieved 2021/08/18.