521-31-3 Usage
Chemical fluorescent molecules
Luminol?is an organic compound which, when oxidized, emits light — a phenomenon known as?chemiluminescence.??This is similar to the reactions that fireflies uses to emit light, and to those used in "glow-sticks" and some roadside emergency lights.?In this reaction, a small amount of luminol?(3-aminophthalhydrazide or 5-amino-2,3-dihydro- 1,4-phthalazinedione) is dissolved in a basic aqueous solution, which also contains a small amount of copper(II) sulfate.? To this solution is added a solution of a mild oxidizing agent, which is 0.3% hydrogen peroxide in the demonstration below.? (Bleach is also used in some recipes as the oxidizing agent.)??The reaction is believed to occur by the following mechanism:
Chemiluminescence method
Luminol chemiluminescence has been trialed for estimating the PMI from skeletal remains. Luminol methods are based on the reaction between luminol and hydrogen peroxide which is catalyzed by iron in hemoglobin found in fluids and tissues from bodies. This reaction results in a chemiluminescence light which can be measured by various means .
Chemical properties
Yellow crystalline powder, Easily soluble in lye, soluble in dilute acid but almost insoluble in water and hardly soluble in alcohol. When its neutral or weak acidic solution is exposed to ultraviolet light, it exhibits strongly bright blue fluorescence. Melting point: 329-332 ° C
Uses
Different sources of media describe the Uses of 521-31-3 differently. You can refer to the following data:
1. 1.??? It can be used as chemical analysis reagents, indicators.
2.??? It can be used for chemiluminescence analysis such as measurement of metal cations, blood and glucocorticoids
2. Luminol is a chemiluminescent probe that has been used to detect myeloperoxidase-mediated oxidative events in granulocytes and for chemiluminescence analysis of metal cations and blood.
3. Detection of copper, iron, peroxides, cyanides.
4. Luminol is used in the detection of copper, iron, peroxides and cyanides. It exhibits chemiluminescence and utilized to measure opsonic and phagocytic function. It acts as a biological sensor and involved in the detection of polymorphonuclear leukocytes response in a patient with a myeloperoxidase deficiency. Further, it is used as a forensic test for blood.
Hazards & Safety Information
Category Toxic substances
Toxic grading poisoning
Acute toxicity Oral – rat; LD50: > 500 mg/kg
Flammability and Hazardous properties it is combustible with combustion producing toxic nitrogen oxide fumes
Storage and transportation characteristics warehouse: ventilated, low temperature and dry
Fire extinguishing agent dry powder, foam, sand, carbon dioxide, mist water
Chemical Properties
yellow crystals or beige powder
General Description
Yellow crystals or light beige powder.
Air & Water Reactions
Insoluble in water.
Reactivity Profile
Oxidation of 3-Aminophthalhydrazide is accompanied by a striking emission of light. . .
Health Hazard
ACUTE/CHRONIC HAZARDS: When heated to decomposition 3-Aminophthalhydrazide emits toxic fumes.
Fire Hazard
Flash point data for 3-Aminophthalhydrazide are not available, but 3-Aminophthalhydrazide is probably combustible.
Synthesis
The synthesis of Luminol is as follows: To a reaction tube, add 140 mg of 3-nitrophthalhydrazide and 1.0 mL of 3 M sodium hydroxide solution. Stir with a rod, and to the resulting deep brown-red solution add 0.6 g of sodium hydrosulfite dihydrate (Na2S2O4 · 2 H2O, MW 210.2). Wash down the sides of the tube with a small amount of water. Heat to a gentle boil and keep the tube hot for 5 minutes. During this time some product may begin to crystallize. Add 0.4 mL of acetic acid, cool the tube in cold water, and stir. Collect the light-yellow product?Luminol by suction filtration.
Purification Methods
Dissolve luminol in KOH solution, treat with Norit (charcoal), filter and precipitate it with conc HCl. [Hardy et al. Talanta 24 297 1977.] Store it in the dark in an inert atmosphere, because its structure changes during its luminescence. It has been recrystallised from 0.1M KOH [Merenyi et al. J Am Chem Soc 108 77716 1986]. [Beilstein 25 II 389, 25 III/IV 4192.]
Check Digit Verification of cas no
The CAS Registry Mumber 521-31-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,2 and 1 respectively; the second part has 2 digits, 3 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 521-31:
(5*5)+(4*2)+(3*1)+(2*3)+(1*1)=43
43 % 10 = 3
So 521-31-3 is a valid CAS Registry Number.
InChI:InChI=1/C8H7N3O2/c9-5-3-1-2-4-6(5)8(13)11-10-7(4)12/h1-3H,9H2,(H,10,12)(H,11,13)
521-31-3Relevant articles and documents
Physico-chemical properties of isomeric forms of luminol in aqueous solutions
Skripnikova, Tatiana A.,Lysova, Svetlana S.,Zevatskii, Yuriy E.,Myznikov, Leonid V.,Vorona, Svetlana V.,Artamonova, Tatiana V.
, p. 59 - 63 (2018)
Two luminol isomers, 2,4-diaminoisoindoline-1,3-dione and 8-amino-4-hydroxyphthalazin-1(2H)-one, have been obtained and described, their physical and chemical properties studied. Using UV-spectroscopy and fluorescence data, it has been shown that, in aque
Luminol or isoluminol synthesizing method by one-pot process
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Paragraph 0062, (2017/08/30)
The invention discloses a luminol or isoluminol synthesizing method by a one-pot process. The luminol or the isoluminol synthesizing method by the one-pot process includes the steps of 1) enabling 3-nitrophthalic acid or 4-nitrophthalic acid as a starting material to react with urea in an organic solvent to obtain 3-nitrophthalimide or 4-nitrophthalimide; 2) enabling the 3-nitrophthalimide or the 4-nitrophthalimide to react with a hydrazine hydrate aqueous solution to obtain 3-nitrophthalhydrazide or 4-nitrophthalhydrazide; 3) enabling the 3-nitrophthalhydrazide or the 4-nitrophthalhydrazide to react with a reducing agent in the presence of a catalyst to obtain luminol or isoluminol. The luminol or the isoluminol synthesizing method by the one-pot process has the advantages of simplicity, convenience in operation, low cost, high yield and less pollution, and can be applicable to industrialized production.
CRYSTALLINE FORMS FOR 5-AMINO-2, 3-DIHYDROPHTHALAZINE-1, 4-DIONE SODIUM SALT, PHARMACEUTICAL PREPARATIONS CONTAINING THE SAME AND METHOD FOR THE PRODUCTION OF SAID FORMS
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Page/Page column 9, (2013/02/28)
The invention relates to the provision of two novel crystalline forms I and II for 5-amino-2,3-dihydrophthalazine-1,4-dione sodium salt. Surprisingly, it was discovered that form I and form II have differing immunological effects. This advantageous property is useful for immunospecific applications. In addition, both forms have advantageous physicochemical properties, which are useful in the production, further processing and/or use of a pharmaceutical preparation of form I or form II or a mixture of both.
