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HomeProduct name listDimethylglyoxime

Dimethylglyoxime

Synonym(s):DMG;Dimethylglyoxime;2,3-Butanedione dioxime;Diacetyldioxime;Diacetyldioxime, 2,3-Butanedionedioxime disodium salt

  • CAS NO.:95-45-4
  • Empirical Formula: C4H8N2O2
  • Molecular Weight: 116.12
  • MDL number: MFCD00002117
  • EINECS: 202-420-1
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-10-31 13:32:20
Dimethylglyoxime Structural

What is Dimethylglyoxime?

Chemical properties

Dimethylglyoxime is a white crystalline powder. Soluble in alcohol, ether, acetone and pyridine. Solubility in water 0.5g/l, insoluble in tolerate chloroform, toluene, xylene. It is one of the first selective organic reagents applied in analytical chemistry. It is an extraordinary sensitive and specific reagent for nickel. under appropriate conditions dimethylglyoxime is specific for nickel(II) and palladium(II), but it also forms coloured water-soluble complexes with iron(II), cobalt(II) and copper(II).

The Uses of Dimethylglyoxime

Dimethylglyoxime is used as nickel-specific complexing reagent; determination of palladium.

The Uses of Dimethylglyoxime

Detection and determination of Ni and its separation from Co and many other metals. Forms a scarlet red ppt with Ni even in dil solutions. Separation of Pd from Sn, Au, Rh, and Ir, also to detect Bi with which it forms a bright yellow color and ppt.

The Uses of Dimethylglyoxime

Dimethylglyoxime is specific for nickel(II) ions in ammoniacal solution if alkali tartrate is employed as masking agent to keep in solution the possibly interfering hydrolysing salts.

What are the applications of Application

Dimethylglyoxime is a chelating agent which forms complexes with metals such as copper, nickel, and palladium.

What are the applications of Application

Dimethylglyoxime is a chelate ligand that can be used as an antimicrobial agent. The compound binds to metals, such as iron and copper, which are found in wastewater and industrial effluents. It can also chelate metal ions that are present in the water supply. This property makes it an effective agent for removing heavy metals from water. Dimethylglyoxime has been shown to react with various metal ions by means of Langmuir adsorption isotherms and fluorescence spectrometry. When this reaction occurs, the compound forms a complex with the metal ion. The model system is a solution of it with sodium citrate and tetramethylammonium chloride (TMA). The reaction mechanism involves protonation and deprotonation of the ligand, which occurs when the pH is changed from acidic to basic conditions.

Reactions

Nickel cation reacts with dimethylglyoxime forms an insoluble red precipitate of nickel dimethylglyoxime.
Ni2+ + 2C4H8N2O2 → Ni(C4H7N2O2)2↓(red precipitate) + 2H+
Dimethylglyoxime reacts with ferrous sulphate and ammonium hydroxide forms a complex compound of iron and ammonium sulphate and water is formed.
FeSO4 + 2NH4OH + 2C4H8N2O2 → Fe(C4H7N2O2)2 + (NH4)2SO4 + 2H2O

General Description

Dimethylglyoxime (DMG) is a complexing ligand. Dimethylglyoxime forms a number of mixed ligand complexes with N-acetylglycine with metals such as VO(IV), Ni(II), Zn(II), Pd(II), Cd(II) and Pb(II). It is a useful reagent for the spectrophotometric determination of Co(II), Fe(II), Ni(II), Pd(II) and Re(VII).

Safety Profile

Poison by ingestion. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.

Purification Methods

Crystallise it from EtOH (10mL/g) or aqueous EtOH. [Beilstein 1 III 3105.] TOXIC.

Properties of Dimethylglyoxime

Melting point: 240-241 °C(lit.)
Boiling point: 217.15°C (rough estimate)
Density  1.2829 (rough estimate)
refractive index  1.4880 (estimate)
storage temp.  Sealed in dry,Room Temperature
solubility  Soluble in alcohol, acetone, ether
form  Powder
pka pK1:10.60 (25°C)
color  White to off-white
Odor Odorless
Water Solubility  INSOLUBLE
Merck  14,3246
BRN  506731
Stability: Stable. Incompatible with strong oxidizing agents.
CAS DataBase Reference 95-45-4(CAS DataBase Reference)
NIST Chemistry Reference 2,3-Butanedione, dioxime(95-45-4)
EPA Substance Registry System 2,3-Butanedione, dioxime (95-45-4)

Safety information for Dimethylglyoxime

Signal word Warning
Pictogram(s)
ghs
Flame
Flammables
GHS02
GHS Hazard Statements H228:Flammable solids
Precautionary Statement Codes P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P240:Ground/bond container and receiving equipment.
P241:Use explosion-proof electrical/ventilating/lighting/…/equipment.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P370+P378:In case of fire: Use … for extinction.

Computed Descriptors for Dimethylglyoxime

InChIKey JGUQDUKBUKFFRO-GGWOSOGESA-N

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