Acetophenone o-benzoyloxime

Base Information

• Chemical Name: Acetophenone o-benzoyloxime
• CAS No.: 26060-56-0
• Molecular Formula: C15H13 N O2
• Molecular Weight: 239.274
• NSC Number: 255227
• DSSTox Substance ID: DTXSID30421325
• ChEMBL ID: CHEMBL359869
• Mol file: 26060-56-0.mol

Synonyms:Acetophenone o-benzoyloxime;26060-56-0;[(E)-1-phenylethylideneamino] benzoate;Acetophenoneo-benzoyloxime;SCHEMBL92080;CHEMBL359869;DTXSID30421325;(E)-Acetophenone O-benzoyl oxime;KLJLQTJYNGGTIU-FOWTUZBSSA-N;MFCD28100816;NSC255227;NSC-255227;(1E)-1-Phenylethanone o-benzoyloxime #;CS-0435514

Chemical Property of Acetophenone o-benzoyloxime

Chemical Property:

• Vapor Pressure: 2.88E-05mmHg at 25°C
• Melting Point: 98.0 to 102.0 °C
• Boiling Point: 356.7°C at 760 mmHg
• Flash Point: 154.3°C
• PSA: 38.66000
• Density: 1.06g/cm³
• LogP: 3.26760
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 239.094628657
• Heavy Atom Count: 18
• Complexity: 300

Purity/Quality:

97% ^*data from raw suppliers

Acetophenone O-Benzoyloxime ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=NOC(=O)C1=CC=CC=C1)C2=CC=CC=C2
• Isomeric SMILES: C/C(=N\OC(=O)C1=CC=CC=C1)/C2=CC=CC=C2
• Uses: Acetophenone O-Benzoyloxime is used as a reactant in the preparation of pyridines by iron-catalyzed cyclization of ketoxime acetates and tertiary N,N-dialkylanilines.

Technology Process of Acetophenone o-benzoyloxime

There total 7 articles about Acetophenone o-benzoyloxime 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: 88.6%

acetophenone oxime (613-91-2) + benzoic acid (65-85-0,8013-63-6) → (1-phenylethylidene)(benzoyloxy)amine (26060-56-0)

Guidance literature:

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In acetonitrile; at 20 ℃; for 0.5h;

DOI:10.14233/ajchem.2014.16522

Reference yield: 80.0%

benzoyl chloride (98-88-4) + acetophenone (98-86-2) → (1-phenylethylidene)(benzoyloxy)amine (26060-56-0)

Guidance literature:

acetophenone; With pyridine; hydroxylamine hydrochloride; In ethanol; at 75 ℃;

benzoyl chloride; With pyridine; In hexane; dichloromethane; at 23 ℃; Inert atmosphere;

DOI:10.1021/jacs.9b10871

Reference yield: 80.0%

acetophenone oxime (613-91-2) + dibenzoyl peroxide (94-36-0) → (1-phenylethylidene)(benzoyloxy)amine (26060-56-0)

Guidance literature:

In dichloromethane; for 5h; Reflux;

DOI:10.1080/00397911.2010.545165

upstream raw materials:

acetophenone oxime

benzoyl chloride

p-nitrophenylbenzoate

acetophenone oximate anion

Downstream raw materials:

(3,5-diphenylisoxazol-4-yl)(phenyl)methanone

2-methyl-1,3-benzoxazole

biphenyl

4-hydroxy-benzaldehyde