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CAS RN: 1165-91-9 | Product Number: A5302

Bis(2,4,6-trichlorophenyl) Oxalate [Chemiluminescence reagent for the determination of fluorescent compounds]


Purity: >98.0%(T)
Synonyms:
  • Oxalic Acid Bis(2,4,6-trichlorophenyl) Ester
  • TCPO
Documents:
1G
€35.00
4   ≥20 
5G
€80.00
4   ≥20 

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Product Number A5302
Purity / Analysis Method >98.0%(T)
Molecular Formula / Molecular Weight C__1__4H__4Cl__6O__4 = 448.88  
Physical State (20 deg.C) Solid
Condition to Avoid Moisture Sensitive
CAS RN 1165-91-9
Reaxys Registry Number 2312135
PubChem Substance ID 87563136
SDBS (AIST Spectral DB) 5011
MDL Number

MFCD00043061

Specifications
Appearance White to Almost white powder to crystal
Purity(Argentmetric Titration) min. 98.0 %
Melting point 188.0 to 193.0 °C
Solubility in hot Toluene almost transparency
Chemiluminescence to pass test
Properties (reference)
Melting Point 190 °C
GHS
Related Laws:
Transport Information:
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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