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Luminol

CAS No.
521-31-3
Chemical Name:
Luminol
Synonyms
LUMINOL;3-Aminophthalhydrazide;5-Amino-2,3-dihydro-1,4-phthalazinedione; Luminol; 3-Aminophthalhydrazide (Luminol);Luminol and sodium salt;5-AMINO-2,3-DIHYDRO-1,4-PHTHALAZINEDIONE;uminoL;Ruminos;NSC 5064;LuMinol 97%;Luminol ,98%;LuMinol 
CBNumber:
CB1275687
Molecular Formula:
C8H7N3O2
Molecular Weight:
177.16
MDL Number:
MFCD00006890
MOL File:
521-31-3.mol
MSDS File:
SDS
Last updated:2024-10-28 16:48:35

Luminol Properties

Melting point >300 °C (lit.)
Boiling point 309.07°C (rough estimate)
Density 1.3393 (rough estimate)
refractive index 1.6500 (estimate)
storage temp. Store below +30°C.
solubility Insoluble in water, soluble in dimethyl sulfoxide.
form Powder
pka (Calcd.) 10.50 ± 0.20;;0.58 ± 0.20(at 25℃)
color Dark green to dark blue-purple
PH Range NonH uorescence (6.0) to blue H uorescence (7.0)
Water Solubility <0.1 g/100 mL at 19 ºC
λmax 425nm
Merck 14,5600
BRN 383929
Stability Stable. Combustible. Incompatible with strong oxidizing agents, strong acids, strong bases, strong reducing agents. Emits light on reaction with oxidizers.
Major Application Night vision devices, identification of product forgeries, determination of nitride in food, analytical chemistry, pharmaceuticals, iodine in biological materials, evaluating phagocytes, detecting tumors, DNA, biosensors, assay of fungi, bacteria, yeasts, assay of lipase activity
InChIKey HWYHZTIRURJOHG-UHFFFAOYSA-N
LogP -0.245 (est)
CAS DataBase Reference 521-31-3(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 5EXP385Q4F
NIST Chemistry Reference 3-Aminophthalhydrazide(521-31-3)
EPA Substance Registry System Luminol (521-31-3)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H302-H335
Precautionary statements  P280h-P305+P351+P338-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
Hazard Codes  Xi,Xn
Risk Statements  36/37/38-22-20/21/22
Safety Statements  26-36/37-37/39-36
WGK Germany  3
RTECS  TH8890060
10-23
TSCA  Yes
HS Code  29339990
NFPA 704
1
2 0

Luminol price More Price(41)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich R128465 5-AMINO-1,4-PHTHALAZINEDIOL AldrichCPR 521-31-3 50MG $29.8 2024-03-01 Buy
Sigma-Aldrich 8.20071 5-Amino-2,3-dihydrophthalazine-1,4-dione for synthesis 521-31-3 1g $57.2 2024-03-01 Buy
Sigma-Aldrich 123072 Luminol 97% 521-31-3 2.5g $55.7 2024-03-01 Buy
Sigma-Aldrich 8.20071 5-Amino-2,3-dihydrophthalazine-1,4-dione for synthesis 521-31-3 10g $142 2024-03-01 Buy
Sigma-Aldrich 123072 Luminol 97% 521-31-3 5g $82.2 2024-03-01 Buy
Product number Packaging Price Buy
R128465 50MG $29.8 Buy
8.20071 1g $57.2 Buy
123072 2.5g $55.7 Buy
8.20071 10g $142 Buy
123072 5g $82.2 Buy

Luminol Chemical Properties,Uses,Production

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:
Luminol Chemiluminescence method

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 &deg; C

Uses

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

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

Uses

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.

Uses

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.

Uses

Detection of copper, iron, peroxides, cyanides.

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.
synthesis of Luminol

storage

Room temperature

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.]

3682-15-3
521-31-3
Synthesis of Luminol from 3-Nitrophthalhydrazide
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