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856177

Sigma-Aldrich

Methyl viologen dichloride hydrate

98%

Synonym(s):

1,1′-Dimethyl-4,4′-bipyridinium dichloride, Gramoxone, Paraquat dichloride

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About This Item

Empirical Formula (Hill Notation):
C12H14Cl2N2 · xH2O
CAS Number:
Molecular Weight:
257.16 (anhydrous basis)
Beilstein:
3752782
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23
Pricing and availability is not currently available.

Quality Level

Assay

98%

form

solid

mp

>300 °C (lit.)

SMILES string

[Cl-].[Cl-].[H]O[H].C[n+]1ccc(cc1)-c2cc[n+](C)cc2

InChI

1S/C12H14N2.2ClH.H2O/c1-13-7-3-11(4-8-13)12-5-9-14(2)10-6-12;;;/h3-10H,1-2H3;2*1H;1H2/q+2;;;/p-2

InChI key

RLGVBTFWTZJYIL-UHFFFAOYSA-L

General description

Methyl viologen dichloride hydrate is a well-known electron acceptor since it is having similar reduction potential value compared to the conduction band (−0.44 V) of TiO2.

Application

Methyl viologen dichloride hydrate can be used as an electron transfer agent, which provides insights into the dynamics of the excited state of quantum dot materials.

It can also be used as a mediator in the synthesis of ultrasmall bimetallic PdAg nanocatalysts.

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number

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The Journal of Physical Chemistry, 98, 6377-6377 (1994)
Claudia Montllor-Albalate et al.
Redox biology, 21, 101064-101064 (2018-12-24)
Cu/Zn Superoxide Dismutase (Sod1) is a highly conserved and abundant metalloenzyme that catalyzes the disproportionation of superoxide radicals into hydrogen peroxide and molecular oxygen. As a consequence, Sod1 serves dual roles in oxidative stress protection and redox signaling by both
Tetrahedron Letters, 33, 6677-6677 (1993)
David B Hicks et al.
Microbiology (Reading, England), 165(9), 1001-1012 (2019-07-17)
Alkaliphilic Bacillus pseudofirmus OF4, which has a broad pH growth range of 7.5 to above 10.5, is yellow-pigmented due to carotenoids. Carotenoids contribute to membrane rigidity and can alleviate cellular oxidative stress. This study was undertaken to gain insight into
Youjia Yu et al.
Frontiers in physiology, 11, 65-65 (2020-03-03)
Paraquat (PQ) is a widely used herbicide which can cause high mortality to humans. However, relatively few studies focus on metabolic feature of PQ intoxication for investigating the underlying mechanisms. Here we performed non-targeted metabolomics profiling of serum samples from

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Questions

1–10 of 10 Questions  
  1. What is the method for dissolving p/n 856177, Methyl viologen dichloride hydrate?

    1 answer
    1. Methyl viologen dichloride hydrate (p/n 856177) is water-soluble at a concentration of 50 mg/ml.

      Helpful?

  2. How can Product 856177, Methyl viologen dichloride, be dissolved?

    1 answer
    1. We have found that this compound (methyl viologen) is soluble in water at 50 mg/mL.  According to the chemicals encyclopedia published by the Royal Society of Chemistry, 12th Ed., entry #7165, methyl viologen is very soluble in water, slightly soluble in the lower alcohols and insoluble in hydrocarbons; it is hydrolyzed by alkali and inactivated by inert clays and anionic surfactants.

      Helpful?

  3. How many moles of water are present in Methyl viologen dichloride hydrate, Product 856177?

    1 answer
    1. The water content of each lot of this product is tested by Karl Fischer titration. The weight percent of water will be reported on the certificate of analysis of each lot.

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  4. Do you have a literature protocol for preparing the reduced form of Product 856177, Methyl viologen dichloride?

    1 answer
    1. Yes. The reference is Trudinger, P.A., Anal. Biochem., 36, 222-251, 1970. Here is the procedure:Reduced methyl viologen was prepared as follows: 20-30 μl of 0.1 M sodium dithionite in 0.1 M Tris, pH 8.0, was injected into 3 mL of nitrogen-flushed solutions of 0.1 mM methyl viologen. Removal of the oxygen, as much as possible, helps to inhibit the reoxidation of the reduced methyl viologen. In distilled water and neutral or acid buffers, reduction with sodium dithionite gave variable values in their determination of the extinctions of reduced methyl viologen. It appeared that alkaline pH's, i.e., ~8, may be preferable. Methyl Viologen (reduced) has been used as the substrate for nitrate reductase (cytochrome), Sigma product N0519. It is important that all reagents be virtually free of oxygen in order to prevent the oxidation of the reduced methyl viologen substrate or else no enzymatic reaction will occur. Towards this end all reagents are dissolved in deionized water which has been boiled for 10 minutes, then cooled. After cooling, the water is degassed under vacuum to further ensure the removal of oxygen. After reagents are prepared, they are stored in vials which are tightly capped, then stored on ice at 0-5 °C. It is best to have no more than a minimum volume of air in these containers.In our experience, for the reduction of methyl viologen using sodium dithionite, it is important to use anhydrous sodium dithionite, since the reducing power of the moist salt may be diminished.

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  5. What is the Department of Transportation shipping information for this product?

    1 answer
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

      Helpful?

  6. In what solvents is Methyl viologen dichloride hydrate, Product 856177, soluble?

    1 answer
    1. According to the chemicals encyclopedia published by the Royal Society of Chemistry, methyl viologen dichloride hydrate is very soluble in water, slightly soluble in lower alcohols and insoluble in hydrocarbon solvents.

      Helpful?

  7. I see that the molecular formula for Product 856177, Methyl viologen dichloride, lists the water content as X H2O. What is the typical value for X, and what is the corresponding molecular weight corrected for water content?

    1 answer
    1. This product typically assays at 15-18% water, corresponding to a trihydrate (X = 3). The molecular weight corrected for water content for the trihydrate is 311.2.

      Helpful?

  8. Can Product 856177, Methyl viologen dichloride, be used in an assay for homocysteine. Do you have that reference?

    1 answer
    1. Yes. A colorimetric method is described for the detection of homocysteine over structurally related thiols, cysteine and glutathione has been described in the literature. When colorless solutions of methyl viologen are heated with cysteine, homocysteine and glutathione, only the solution with homocysteine changes color. The rapid method requires a few minutes and produces color changes which can be observed visually or with UV-VIS spectrophotometers. The method may lead to a diagnostic method for detection of homocysteine. J. Am. Chem. Soc., 126, 3400 (2004).

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  9. What is the absorbance maximum and extinction coefficient for Product 856177, Methyl viologen dichloride?

    1 answer
    1. The E1% in water is typically 650-700 at a wavelength of 258 nm. Given a molecular weight (corrected for water content for the trihydrate) of 311.2, this corresponds to a molar extinction coefficient (EM) of between 20,200 and 21,800. So you might want to use an average value of 21,000 in your calculations.

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  10. What is the stability of Methyl viologen dichloride hydrate, Product 856177, in solution?

    1 answer
    1. Unfortunately, we have not performed stability testing of methyl viologen dichloride hydrate in solution. Therefore, we would recommend you make a fresh solution before each use.

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