26060-56-0

Basic information

• Product Name: ACETOPHENONEO-BENZOYLOXIME
• Synonyms: ACETOPHENONEO-BENZOYLOXIME;Acetophenone O-Benzoyloxime
• CAS NO: 26060-56-0
• Molecular Formula: C₁₅H₁₃NO₂
• Molecular Weight: 239.2692
• Mol File: 26060-56-0.mol
• Article Data: 5

Chemical Properties

• Melting Point: 98.0 to 102.0 °C
• Boiling Point: 356.7°C at 760 mmHg
• Flash Point: 154.3°C
• Appearance: /
• Density: 1.06g/cm³
• Vapor Pressure: 2.88E-05mmHg at 25°C
• Refractive Index: 1.55
• CAS DataBase Reference: ACETOPHENONEO-BENZOYLOXIME(CAS DataBase Reference)
• NIST Chemistry Reference: ACETOPHENONEO-BENZOYLOXIME(26060-56-0)
• EPA Substance Registry System: ACETOPHENONEO-BENZOYLOXIME(26060-56-0)

Safety Data

• Hazardous Substances Data: 26060-56-0(Hazardous Substances Data)

Usage

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.

InChI:InChI=1/C15H13NO2/c1-12(13-8-4-2-5-9-13)16-18-15(17)14-10-6-3-7-11-14/h2-11H,1H3/b16-12+

Upstream product

• 613-91-2 acetophenone oxime 
• 98-88-4 benzoyl chloride 
• 959-22-8 p-nitrophenylbenzoate 
• 42331-33-9 acetophenone oximate anion 
• 94-36-0 dibenzoyl peroxide 
• 98-86-2 acetophenone 
• 65-85-0 benzoic acid 

Downstream Products

• 95-21-6 2-methyl-1,3-benzoxazole 
• 92-52-4 biphenyl 
• 123-08-0 4-hydroxy-benzaldehyde 
• 90-02-8 salicylaldehyde 
• 98-86-2 acetophenone 
• 65-85-0 benzoic acid 
• 14213-16-2 5-methyl-1-phenyl-1H-tetrazole 
• 20743-50-4 1-methyl-5-phenyltetrazole 
• 116782-38-8 N-α-methyl benzyl-O-benzoyl hydroxylamine 
• 26274-35-1 2,4-diphenylpyridine 
• 93472-50-5 1-methyl-3,4-diphenylisoquinoline 
• 3558-69-8 2,6-diphenylpyridine 
• 729-43-1 acetophenonazine 
• 1449487-50-6 8-methyl-3-(methylthio)-2-phenylimidazo[1,2-a]pyridine 

Relevant articles and documents

Synthesis of Sterically Hindered Primary Amines by Concurrent Tandem Photoredox Catalysis

Primary amines are an important structural motif in active pharmaceutical ingredients (APIs) and intermediates thereof, as well as members of ligand libraries for either biological or catalytic applications. Many chemical methodologies exist for amine synthesis, but the direct synthesis of primary amines with a fully substituted α carbon center is an underdeveloped area. We report a method which utilizes photoredox catalysis to couple readily available O-benzoyl oximes with cyanoarenes to synthesize primary amines with fully substituted α-carbons. We also demonstrate that this method enables the synthesis of amines with α-trifluoromethyl functionality. Based on experimental and computational results, we propose a mechanism where the photocatalyst engages in concurrent tandem catalysis by reacting with the oxime as a triplet sensitizer in the first catalytic cycle and a reductant toward the cyanoarene in the second catalytic cycle to achieve the synthesis of hindered primary amines via heterocoupling of radicals from readily available oximes.

Efficient and alternative approach for preparation of O-benzoyloximes using benzoyl peroxide

Benzoyl peroxide has been used as a mild and efficient reagent for the preparation of benzoyl ester of oxime in moderate to good yields. Copyright Taylor & Francis Group, LLC.

Reaction of Trimethylsilyl Azide with C=N-O Bond

Trimethylsilyl azide (TMSA) was reacted with an oxime ester or a Reissert salt in the presence of trimethylsilyl trifluoromethanesulfonate to give tetrazole derivative.The details of these reactions are examined.