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Merck
CN

325376

Bis(2,4-dinitrophenyl) oxalate

98%

Synonym(s):

2,4-Dinitrophenyl oxalate, DNPO, Oxalic acid bis(2,4-dinitrophenyl) ester

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About This Item

Linear Formula:
[-CO2C6H3(NO2)2]2
CAS Number:
16536-30-4
Molecular Weight:
422.22
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24859504
MDL number:
MFCD00010712
Beilstein/REAXYS Number:
2318321
Assay:
98%

Key Documents

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InChI

1S/C14H6N4O12/c19-13(29-11-3-1-7(15(21)22)5-9(11)17(25)26)14(20)30-12-4-2-8(16(23)24)6-10(12)18(27)28/h1-6H

SMILES string

[O-][N+](=O)c1ccc(OC(=O)C(=O)Oc2ccc(cc2[N+]([O-])=O)[N+]([O-])=O)c(c1)[N+]([O-])=O

InChI key

CBZOGAWUNMFXFQ-UHFFFAOYSA-N

assay

98%

mp

189-190 °C (lit.)

functional group

ester, nitro

Quality Level

200

Related Categories

General description

Bis(2,4-dinitrophenyl) oxalate (DNPO) is a chemiluminescence reagent. Chemiluminescence produced in the oxidation of DNPO by hydrogen peroxide in the presence of a polycyclic aromatic hydrocarbon was monitored by spectroscopic methods. The kinetics of the imidazole-catalyzed decomposition of DNPO was investigated by the stopped-flow technique.

Application

Bis(2,4-dinitrophenyl) oxalate was used in detection of fluorescent compound dansylalanine in buffer solution by flow injection analysis.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000467128
0000467128
0000338307
0000338307
0000232137

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Bis (2, 4-dinitrophenyl) oxalate as a chemiluminescence reagent. Determination of fluorescent compounds by flow injection analysis.
Honda K, et al.
Analytical Chemistry, 55(6), 940-943 (1983)
T Kawasaki et al.
Biomedical chromatography : BMC, 4(3), 113-118 (1990-05-01)
Dopamine (DA), norepinephrine (NE) and 3,4-dihydroxybenzylamine (DHBA) are converted to highly fluorescent cyanobenz[f]isoindole (CBI) derivatives by reacting these amines with naphthalene-2,3-dicarboxaldehyde in the presence of cyanide ion. Femtomole amounts of these CBI derivatives separated by reverse-phase high performance liquid chromatography
M B Talawar et al.
Journal of hazardous materials, 124(1-3), 153-164 (2005-06-28)
This paper reviews the recent work done on the synthesis as well as characterization of dinitrogen pentoxide (DNPO). The physico-chemical characteristics of DNPO are also discussed. The review brings out the key aspects of N2O5 technology with relevance to realize
Andrew G. Hadd et al.
The Journal of organic chemistry, 61(8), 2657-2663 (1996-04-19)
The kinetics of the imidazole-catalyzed decomposition of bis(2,4,6-trichlorophenyl) oxalate (TCPO) and bis(2,4-dinitrophenyl) oxalate (DNPO) was investigated by the stopped-flow technique. Pseudo-first-order rate constants were determined as a function imidazole concentration in the temperature range 6-45 degrees C by fitting the
José Antonio Murillo Pulgarín et al.
Analytica chimica acta, 691(1-2), 76-82 (2011-04-05)
Kinetic and spectroscopic methods were used in combination in this work to develop a new analytical tool for use in chemiluminescence detection processes. Specifically, time-resolved chemiluminescence was used jointly with a stopped-flow assembly in order to monitor the chemiluminescence produced
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