Merck
CN
All Photos(1)

Documents

32745

Sigma-Aldrich

Malachite Green oxalate salt

for microscopy, crystalline, S. No.: 754

Sign Into View Organizational & Contract Pricing
All Photos(1)
Synonym(s):
N,N,N′,N′-Tetramethyl-4,4′-diaminotriphenylcarbenium oxalate, Basic Green 4
Empirical Formula (Hill Notation):
C23H25N2 · C2HO4 · 0.5C2H2O4
CAS Number:
2437-29-8
Molecular Weight:
463.50
Colour Index Number:
42000
Beilstein:
3644550
EC Number:
219-441-7
PubChem Substance ID:
57648708
NACRES:
MA.02

grade

for microscopy

Quality Level

200

form

crystalline

color

S. No.: 754

mp

144-150 °C

solubility

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

storage temp.

room temp

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

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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.

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.

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

Signal Word

Danger

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Documents related to the products that you have purchased in the past have been gathered in the Document Library for your convenience.

Visit the Document Library

Difficulty Finding Your Product Or Lot/Batch Number?

Product numbers are combined with Pack Sizes/Quantity when displayed on the website (example: T1503-25G). Please make sure you enter ONLY the product number in the Product Number field (example: T1503).

Example:

T1503
Product Number
-
25G
Pack Size/Quantity

Additional examples:

705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

enter as 1.000309185)

Having trouble? Feel free to contact Technical Service for assistance.

Lot and Batch Numbers can be found on a product's label following the words 'Lot' or 'Batch'.

Aldrich Products

  • For a lot number such as TO09019TO, enter it as 09019TO (without the first two letters 'TO').

  • For a lot number with a filling-code such as 05427ES-021, enter it as 05427ES (without the filling-code '-021').

  • For a lot number with a filling-code such as STBB0728K9, enter it as STBB0728 without the filling-code 'K9'.

Not Finding What You Are Looking For?

In some cases, a COA may not be available online. If your search was unable to find the COA you can request one.

Request COA

A selective medium for Verticillium fungicola.
Rinker, D. L., S. Bussmann, and G. Aim.
Canadian Journal of Plant Pathology, 15, 123-124 (1993)
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
Fish Disease: Diagnosis and Treatment.
Noga EJ.
Science (2011)
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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service