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32745

Sigma-Aldrich

Malachite Green oxalate salt

for microscopy, crystalline, S. No.: 754

Synonyme(s) :

N,N,N′,N′-tétraméthyl-4,4′-diaminotriphénylcarbenium oxalate

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About This Item

Formule empirique (notation de Hill):
C23H25N2 · C2HO4 · 0.5C2H2O4
Numéro CAS:
Poids moléculaire :
463.50
Numéro C.I. (Colour Index):
42000
Numéro Beilstein :
3644550
Numéro CE :
Code UNSPSC :
12171500
ID de substance PubChem :
Nomenclature NACRES :
MA.02

Qualité

for microscopy

Forme

crystalline

Couleur

S. No.: 754

Pf

144-150 °C

Solubilité

methanol: 0.01 g/10 mL, blue to very deep blue

εmax

≥1450 at 609-619 nm in water
≥300 at 420-430 nm in water

Application(s)

diagnostic assay manufacturing
hematology
histology

Température de stockage

room temp

Chaîne SMILES 

C[N+](C)=C1C=CC(C=C1)=C(C2=CC=C(N(C)C)C=C2)C3=CC=CC=C3.[O-]C(C(O)=O)=O

InChI

1S/C23H25N2.C2H2O4/c1-24(2)21-14-10-19(11-15-21)23(18-8-6-5-7-9-18)20-12-16-22(17-13-20)25(3)4;3-1(4)2(5)6/h5-17H,1-4H3;(H,3,4)(H,5,6)/q+1;/p-1

Clé InChI

REZFCYOVFCJTDG-UHFFFAOYSA-M

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Description générale

Malachite green is manufactured as a zinc-free oxalate salt (green crystals with a metallic sheen) or as a zinc chloride salt (yellow crystals). Malachite green comes under the triphenyl methane class of dyes and is one of the most effective agents traditionally known for treating water mold infections of fish and eggs. It has also been found to be effective against ectoparasites, protozoan and some myxozoan parasites. Though it has several disadvantages like it acts as respiratory poison, teratogen and suspected carcinogen. It generated free radicals, thereby making it highly toxic to mammalian cells in culture; it also causes malignant transformation. It has a long half-life and can persist in tissues for long periods. In water, malachite green exists in equilibrium between the colored, ionic form and the colorless, nonionic pseudobase (carbinol form). Only the colored ionic form has antimicrobial activity, whereas the carbinol form is lipid-soluble, hence allowing it to pass across membranes. The toxicity of malachite green is dependent on temperature and it increase with increase in temperature, whereas it is more toxic at low pH and low hardness. It is phyotoxic in nature, thereby it is inactivated (oxidised) by light.

Application

Malachite green oxalate salt was used in studying the photocatalytic degradation with TiO2/WO3. It was also used in preparing selective medium for isolating Verticillium fungicola from mushroom. It may be used for the determination of phosphate in serum. It may also be used to monitor the presence of free COOH on the solid-phase. It may be used as reference materials for in an analytical method to independently quantify malachite green oxalate and leucomalachite green in fish tissue. It may also be used in Rappaport broth for incubating the membrane filters used in detecting Salmonella sp.

Autres remarques

The molecular mass of malachite green oxalate is expressed as either:
927.00 g/mol - the mass of 2 mol malachite green + 2 mol monohydrogen oxalate + 1 mol dihydrogen oxalate, or
463.50 g/mol - the mass of 1 mol malachite green + 1 mol monohydrogen oxalate + 0.5 mol dihydrogen oxalate

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Repr. 2

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


Certificats d'analyse (COA)

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Les clients ont également consulté

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Malachite green, a valuable reagent to monitor the presence of free COOH on the solid-phase.
Attardi ME
Tetrahedron Letters, 41 (38), 7391-7394 (2000)
A Kallner
Clinica chimica acta; international journal of clinical chemistry, 59(1), 35-39 (1975-02-22)
The highly sensitive malachite-green method for the determination of phosphate requires a protective colloid in order to avoid precipitation of the formed dye salt. A polyvinylalcohol proved to be suitable and permit the determination of phosphate in urine and in
Photocatalytic degradation of malachite green dyes with TiO2/WO3 composite.
Bojinova, Assya S., et al.
Eurasian Journal of Analytical Chemistry, 3, 34-43 (2008)
Fish Disease: Diagnosis and Treatment.
Noga EJ.
Science (2011)
M Gilgen et al.
Applied and environmental microbiology, 61(4), 1226-1231 (1995-04-01)
We have developed a simple, fast, and efficient procedure to detect enteroviruses in water samples. Aliquots of water are subjected to two-step filtration, with the second filter containing a positively charged nylon membrane that holds back virus particles. Viruses thus

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