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Malachite Green oxalate salt

SIGMA/32745 - for microscopy, crystalline, S. No.: 754

Synonym: N,N,N′,N′-Tetramethyl-4,4′-diaminotriphenylcarbenium oxalate; Basic Green 4

CAS Number: 2437-29-8
Empirical Formula (Hill Notation): C23H25N2 · C2HO4 · 0.5C2H2O4
Molecular Weight: 463.50
EC Number: 219-441-7
Linear Formula: C23H25N2 · C2HO4 · 0.5C2H2O4
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-32745-50G 50 g
$36.10
1/EA
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45-32745-100G 100 g
$66.60
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45-32745-1KG 1 kg
$413.00
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εmax ≥1450 at 609-619 nm in water
  ≥300 at 420-430 nm in water
application(s) diagnostic assay manufacturing
hematology
histology
color S. No.: 754
form crystalline
grade for microscopy
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
InChI key REZFCYOVFCJTDG-UHFFFAOYSA-M
mp 144-150 °C
Quality Level 200 
SMILES string 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
solubility methanol: 0.01 g/10 mL, blue to very deep blue
storage temp. room temp
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.
General description: 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.
Other Notes: 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
mp 144-150 °C
Storage Temp. room temp
Colour Index Number 42000
UNSPSC 12171500

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