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CAS RN: 16536-30-4 | Product Number: A5303

Bis(2,4-dinitrophenyl) Oxalate [Chemiluminescence reagent for the determination of fluorescent compounds by HPLC and FIA]


Purity: >98.0%(T)
Synonyms:
  • DNPO
  • Oxalic Acid Bis(2,4-dinitrophenyl) Ester
Documents:
1G
€ 54,00
12   ≥20 
5G
€ 129,00
7   18  

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Product Number A5303
Purity / Analysis Method >98.0%(T)
Molecular Formula / Molecular Weight C__1__4H__6N__4O__1__2 = 422.22  
Physical State (20 deg.C) Solid
Condition to Avoid Light Sensitive
CAS RN 16536-30-4
Reaxys Registry Number 2318321
PubChem Substance ID 87563137
MDL Number

MFCD00010712

Specifications
Appearance White to Orange to Green powder to crystal
Purity(Neutralization titration) min. 98.0 %
Solubility in hot Toluene almost transparency
Properties (reference)
Solubility (soluble in) Benzene,Toluene
GHS
Pictogram Pictogram Pictogram
Signal Word Danger
Hazard Statements H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
H228 : Flammable solid.
Precautionary Statements P240 : Ground and bond container and receiving equipment.
P210 : Keep away from heat, hot surfaces, sparks, open flames and other ignition sources. No smoking.
P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection.
P370 + P378 : In case of fire: Use dry sand, dry chemical or alcohol-resistant foam to extinguish.
P337 + P313 : If eye irritation persists: Get medical advice/ attention.
Related Laws:
Transport Information:
UN Number UN1325
Class 4.1
Packing Group II
HS Number 2917110090
Application
Chemiluminescence Application in Analytical Chemistry

Chemiluminescence is the phenomenon of luminescence emission when the excited state of a chemical species which occurred by a chemical reaction reverts to the ground state. Bis(2,4,6-trichlorophenyl) Oxalate (TCPO) [A532], Bis(2,4-dinitrophenyl) Oxalate (DNPO) [A533] are drawing attention in the aspects of high quantum yields and stability. The emission mechanism is shown below.1) 1) Produce an active intermediate (1,2-dioxetanedione) through the reaction with H2O2.2) The intermediate excites a fluorescent substance from the ground state to an excited state.3) The fluorescent substance in the excited state returns to the ground state with the emission of light.Based on this chemiluminescence reaction, the quantifications of H2O2 and glucose,2) light emitting detection of dansyl amino acid on TLC,3) and quantification of polycyclic aromatic hydrocarbons4) have been reported.This chemiluminescence reaction was applied to the detection part of HPLC, and 1 fmol level dansyl amino acid was successfully separated and quantified,5) which compared to the conventional method using fluorescence, showed more than 1 order (5 times) higher sensitivity. Furthermore, Imai and co-workers have developed the assay system of dansyl amino acid making use of the DNPO-H2O2 luminous reaction which has been applied to flow-injection analysis.6) The detection limit of dansyl alanine is 5 fmol.

References

1) Chemiluminescence from concerted peroxide decomposition reactions

M. M. Rauhut, ACC. Chem. Res. 1969, 2, 80.

2) Evaluation of peroxyoxalate chemiluminescence for determination of enzyme generated peroxide

D. C. Williams, G. F. Huff, W. R. Seitz, Anal. Chem. 1976, 48, 1003.

3) Chemiluminescence: A new method for detecting fluorescent compounds separated by thin-layer chromatography

T. G. Curtis, W. R. Seitz, J. Chromatogr. 1977, 134, 343.

4) Peroxyoxalate chemiluminescence detection of polycyclic aromatic hydrocarbons in liquid chromatography

K. W. Sigvardson, J. W. Birks, Anal. Chem. 1983, 55, 432.

5) a) Determination of fluorescent compounds by high performance liquid chromatography with chemiluminescence detection

S. Kobayashi, K. Imai, Anal. Chem. 1980, 52, 424.

  b) A Chemiluminiscence Detector for Trace Determination of Fluorescent Compounds

G. Mellbin, J. Liquid Chromatogr. 1983, 6, 1603.

6) Bis(2,4-dinitrophenyl) oxalate as a chemiluminescence reagent. Determination of fluorescent compounds by flow injection analysis

K. Honda, J. Sekino, K. Imai, Anal. Chem. 1983, 55, 940.


PubMed Literature


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