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Bis(2,4-dinitrophenyl) Oxalate [Chemiluminescence reagent for the determination of fluorescent compounds by HPLC and FIA]
(CAS RN:16536-30-4 Product Number:A5303)

Structure

Bis(2,4-dinitrophenyl) Oxalate
Synonym DNPO
Synonym Oxalic Acid Bis(2,4-dinitrophenyl) Ester

General Information

Product Number A5303

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Purity/Analysis Method >98.0%(T)
Storage Temperature
M.F. / M.W. C14H6N4O12=422.22
CAS RN 16536-30-4
Related CAS RN
MDL Number MFCD00010712
Packaging and Container
  • Product Details
  • Safety & Regulations

Specification

Purity(Neutralization titration) min. 98.0 %
Solubility in hot Toluene almost transparency

References

Reaxys-RN 2318321
PubChem SID 87563137

GHS

Pictogram
Signal Word Danger
Hazard Statements
  • H228
  • :Flammable solid.
  • H315
  • :Causes skin irritation.
  • H319
  • :Causes serious eye irritation.
Precautionary Statements
  • P210
  • :Keep away from heat/sparks/open flames/hot surfaces. – No smoking.
  • P240
  • :Ground/bond container and receiving equipment.
  • P264
  • :Wash hands and face thoroughly after handling.
  • P280
  • :Wear protective gloves, eye protection.
  • P302+P352+P332+P313+P362+P364
  • :IF ON SKIN: Wash with plenty of water. If skin irritation occurs: Get medical advice or attention. Take off contaminated clothing and wash it before reuse.
  • P305+P351+P338+P337+P313
  • :IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. If eye irritation persists: Get medical advice or attention.

Transport Information

UN Number 1325
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) [A5302], Bis(2,4-dinitrophenyl) Oxalate (DNPO) [A5303] 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 10 fmol level dansyl amino acid was successfully separated and quantified,5) which compared to the conventional method using fluorescence, showed more than 1 order (50 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

PubMed Literature

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