304-88-1

Basic information

• Product Name: N-Phenylbenzohydroxamic acid
• Synonyms: Benzamide, N-hydroxy-N-phenyl-;Benzohydroxamic acid, N-phenyl-;BPHA;N-Benzoyl-N-phenylhydroxamic acid;N-Benzoyl-N-phenylhydroxylamin;N-Hydroxybenzanilide;n-hydroxy-n-phenyl-benzamid;N-Phenylbenzohyroxamic acid
• CAS NO: 304-88-1
• Molecular Formula: C₁₃H₁₁NO₂
• Molecular Weight: 213.23
• EINECS: 206-158-9
• Product Categories: Analytical Chemistry;Bipyridyls, etc. (Chelating Reagents);Chelating Reagents;Hydroxylamines;Hydroxylamines (N-Substituted);Building Blocks;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks
• Mol File: 304-88-1.mol
• Article Data: 21

Chemical Properties

• Melting Point: 118-120 °C(lit.)
• Boiling Point: 353.22°C (rough estimate)
• Flash Point: 177.1 °C
• Appearance: Light beige needle-like/Needle-Like Crystals or Crystalline Powder
• Density: 1.1544 (rough estimate)
• Vapor Pressure: 4.19E-06mmHg at 25°C
• Refractive Index: 1.5700 (estimate)
• Storage Temp.: 2-8°C
• PKA: 8.09±0.19(Predicted)
• Water Solubility: Practically insoluble in water
• Stability: Stable. Incompatible with strong oxidizing agents.
• BRN: 2212449
• CAS DataBase Reference: N-Phenylbenzohydroxamic acid(CAS DataBase Reference)
• NIST Chemistry Reference: N-Phenylbenzohydroxamic acid(304-88-1)
• EPA Substance Registry System: N-Phenylbenzohydroxamic acid(304-88-1)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 304-88-1(Hazardous Substances Data)

Usage

Chemical Properties

off-white fibrous powder

Uses

N-Benzoyl-N-phenylhydroxylamine was used as a complexing agent for studying the dispersive liquid-liquid microextraction based on solidification of floating organic drop (DLLME-SFO) behavior of vanadium (V). It was used as an extractant in the determination of beryllium in natural waters.

General Description

The mechanism of the reaction of N-benzoyl-N-phenylhydroxylamine with vanadium(IV) was studied.

Purification Methods

Recrystallise it from hot water, *benzene Et2O/hexane or acetic acid. It complexes with metals. [Beilstein 15 III 8, 15 IV 7.]

InChI:InChI=1/C13H11NO2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10,16H

Upstream product

• 60-29-7 diethyl ether 
• 100-65-2 N-Phenylhydroxylamine 
• 93-97-0 benzoic acid anhydride 
• 100-52-7 benzaldehyde 
• 98-95-3 nitrobenzene 
• 586-96-9 Nitrosobenzene 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 611-73-4 Benzoylformic acid 
• 98-88-4 benzoyl chloride 
• 84447-15-4 phenylhydroxylamine oxalate 
• 54245-99-7 N-phenyl-N-benzoyl-O-methylhydroxylamine 
• 128-08-5 N-Bromosuccinimide 
• 201024-81-9 C,N-diphenylnitrone 
• 16817-95-1 N-benzoyl-N-phenyl-O-(benzoyl)hydroxylamine 

Downstream Products

• 1496-76-0 N-benzoylindole 
• 135308-31-5 N-(Cyclohex-1-enecarbonyloxy)-N-phenyl-benzamide 
• 83142-14-7 C₁₄H₁₃NO₄S 
• 5440-69-7 N-isopropylbenzamide 
• 110875-78-0 N-Phenyl-N-phenylacetoxy-benzamide 
• 3559-26-0 (2-benzoylamino-phenyl)-acetic acid methyl ester 
• 65440-84-8 (2-Benzoylaminophenyl)oxalessigsaeuredimethylester 
• 93-98-1 N-phenyl benzoyl amide 
• 55975-45-6 N-(4-methylsulfonylphenyl)benzamide 
• 73153-44-3 N-(methylsulfonyl)-N-phenylbenzamide 
• 73153-48-7 2-benzoylaminophenyl methyl sulphone 
• 73153-55-6 2-Benzamidophenyl-methansulfonat 
• 117624-54-1 2-pr-oxooxobis(N-phenylbenzylhydroxamato)vanadium(V) 
• 87285-07-2 {C₆H₅CON(C₆H₅)O}{O(O)CC(O)O}B 

Relevant articles and documents

Practical bromination of arylhydroxylamines with SOBr2 towards ortho-bromo-anilides

A facile approach for synthesizing ortho-bromoanilides from readily available aryhydroxylamines and thionyl bromide is demonstrated in this work. Mild reaction conditions and broad scope of substrates ranging from heterocyclic structures to pharmaceutics-potential motifs are used in the reactions of this paper. Efficient bromination of ortho C–H bonds of the aryhydroxylamines has been achieved. Ortho-bromoanilide products were obtained in good to excellent yields, and model scaled-up reactions of this synthetic approach are shown in this work.

Copper-Catalyzed Aerobic Decarboxylation/Ketooxygenation of Electron-Deficient Alkenes

A copper-catalyzed ketooxygenation of electron-deficient alkenes was developed. This approach combines O-H alkylation, aerobic decarboxylation, and oxygenation in one transformation. Mechanistic investigation of this reaction showed that the copper salt is responsible for both generating the amidoxyl radical and promoting aerobic decarboxylation.

Solid-phase extraction of plutonium(IV) an americium(III) using N-benzoylphenylhydroxylamine and its derivatives

The recovery and separation of plutonium(IV) and americium(III) by solid-phase extraction (SPE) on alkylated silica gel S16 modified with N-benzoylphenylhydroxylamine (BPHA) and with its derivatives was studied. BPHA was modified by introducing into the p-position of the phenyl ring of electronactive substituents that differ in their hydrophobicity: CH3, Ph, Cl, F, and NO2. The SPE of plutonium(IV) and americium(III) was studied in the range of acidities from pH 8 to 1 M HNO3. The recovery and separation of these elements was shown to depend on the nature of the substituent, aqueous acidity, and the preparation of S16 to SPE experiments.