19958-58-8

Basic information

• Product Name: Benzamide, N-(acetyloxy)-N-phenyl-
• Synonyms: Benzamide, N-(acetyloxy)-N-phenyl-;N-Acetoxy-N-benzoyl-anilin;Hydroxylamine,o-acetyl-N-benzoyl-N-phenyl;N-Benzoyl-O-acetylphenylhydroxylamin;N-Acetoxy-N-benzoylaniline;N-Benzoyl-N-phenyl-O-acetylhydroxylamin;O-Acetyl-N-phenyl-benzhydroxamsaeure
• CAS NO: 19958-58-8
• Molecular Formula: C15H13NO3
• Molecular Weight: 255.273
• Mol File: 19958-58-8.mol
• Article Data: 8

Chemical Properties

• Melting Point: 54-55 °C
• Boiling Point: 368.6±25.0 °C(Predicted)
• Density: 1.234±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Benzamide, N-(acetyloxy)-N-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzamide, N-(acetyloxy)-N-phenyl-(19958-58-8)
• EPA Substance Registry System: Benzamide, N-(acetyloxy)-N-phenyl-(19958-58-8)

Safety Data

• Hazardous Substances Data: 19958-58-8(Hazardous Substances Data)

Upstream product

• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 100-52-7 benzaldehyde 
• 100-65-2 N-Phenylhydroxylamine 
• 1137-96-8 N-(benzylidene)aniline N-oxide 
• 7677-24-9 trimethylsilyl cyanide 
• 21251-12-7 N-benzoyl-O-acetylhydroxylamine 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 98-88-4 benzoyl chloride 
• 135692-25-0 N-phenylbenzohydroxamate 
• 830-03-5 4-nitrophenol acetate 
• 546-67-8 lead(IV) tetraacetate 
• 201024-81-9 C,N-diphenylnitrone 
• 304-88-1 N-phenylbenzohydroxamic acid 
• 75-36-5 acetyl chloride 

Downstream Products

• 119878-68-1 8-phenylamino-2′-deoxyguanosine 
• 13034-85-0 N-(thiobenzoyl)-N-phenylhydroxylamine 
• 106737-75-1 (2-benzoylamino-phenyl)-acetic acid 
• 54245-99-7 N-phenyl-N-benzoyl-O-methylhydroxylamine 
• 3559-26-0 (2-benzoylamino-phenyl)-acetic acid methyl ester 

Relevant articles and documents

Synthesis of N-acetoxy-N-arylamides via diacetoxyiodobenzene promoted double acylation reaction of hydroxylamines with aldehydes

A facile and efficient synthesis of N-acetoxy-N-arylamides through double acylations of hydroxylamines with aldehydes and diacetoxyiodobenzene is reported. The yields of the products are good to excellent.

Transition-Metal-Free Synthesis of N-Aryl Hydroxamic Acids via Insertion of Arynes

An efficient and transition-metal-free N-arylation of amides via the insertion of arynes into the N-H bonds in the N-alkoxy amides is described. A variety of the reactive functional groups including the reactive aldehyde carbonyl group, furan ring, carbon-carbon double bonds, and free N-H bond of indole are found to be compatible with this process. In particular, the protocol is applicable in the synthesis of structurally diverse N-aryl hydroxamates and hydroxamic acids derived from N-protecting amino acids and peptides. In the presence of multiple amide N-H bonds, the N-arylation reaction can proceed selectively in the N-H bonds of terminal N-OBn amides giving rise to the desired N-aryl hydroxamates.

Synthesis and characterization of model ultimate carcinogens/metabolites derived from lead tetraacetate oxidation of arylnitrones: 2′-Deoxyguanosine adducts

The synthesis of model reactive metabolites 4a-c by lead tetraacetate (LTA) oxidation of arylnitrones 3a-c is described. Compounds 4a-c react with deoxyguanosine (dG) to give N-benzoylated C8-adducts 5a-c. Following debenzoylation with the heterogeneous system (sodium carbonate/methanol) leads to the corresponding C8-adducts 6a-c.