N-Phenylbenzohydroxamic acid Chemical Properties

Melting point:

118-120 °C(lit.)

Boiling point:

353.22°C (rough estimate)

Density 

1.1544 (rough estimate)

refractive index 

1.5700 (estimate)

storage temp. 

2-8°C

Water Solubility 

Practically insoluble in water

form 

Needle-Like Crystals or Crystalline Powder

pka

8.09±0.19(Predicted)

color 

Light beige needle-like

BRN 

2212449

Stability:

Stable. Incompatible with strong oxidizing agents.

InChI

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

InChIKey

YLYIXDZITBMCIW-UHFFFAOYSA-N

SMILES

C(N(O)C1=CC=CC=C1)(=O)C1=CC=CC=C1

CAS DataBase Reference

304-88-1(CAS DataBase Reference)

NIST Chemistry Reference

N-benzoyl-n-phenylhydroxylamine(304-88-1)

EPA Substance Registry System

N-Phenylbenzohydroxamic acid (304-88-1)

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

TSCA 

Yes

HS Code 

29280000

MSDS

• Language:English Provider:N-Benzoyl-N-phenylhydroxylamine
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

N-Phenylbenzohydroxamic acid Usage And Synthesis

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.

Synthesis

The general procedure for the synthesis of N-benzoylphenylhydroxylamine from benzaldehyde and nitrobenzene: the reaction was carried out under the catalytic conditions of different imidazolium and triazolium salts, and it was found that triazolium salts with lower spatial site resistance significantly increased the yield of the product, N-benzoylphenylhydroxylamine (see Table 1). The experimental results showed that the reaction could be carried out efficiently even at catalyst concentrations as low as 0.125 mol%. Table 1 details the reaction conditions for the preparation of N-benzoylphenylhydroxylamine.

Purification Methods

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

References

[1] Advanced Synthesis and Catalysis, 2011, vol. 353, # 4, p. 624 - 629
[2] Patent: WO2008/115153, 2008, A1. Location in patent: Page/Page column 27-28
[3] Patent: WO2008/115153, 2008, A1. Location in patent: Page/Page column 41-42
[4] Patent: WO2008/115153, 2008, A1. Location in patent: Page/Page column 41-42
[5] Patent: WO2008/115153, 2008, A1. Location in patent: Page/Page column 41-42

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