Dimethylglyoxime Property

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

pka

pK1:10.60 (25°C)

form 

Powder

color 

White to off-white

Odor

Odorless

Water Solubility 

INSOLUBLE

Merck 

14,3246

BRN 

506731

Stability:

Stable. Incompatible with strong oxidizing agents.

InChIKey

JGUQDUKBUKFFRO-GGWOSOGESA-N

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

Hazard Codes 

Xn,T,F

Risk Statements 

22-20/21/22-25-11

Safety Statements 

22-24/25-36-45

RIDADR 

UN 2926 6.1(4.1) / PGIII

WGK Germany 

3

RTECS 

EK2975000

F 

10

Hazard Note 

Harmful

TSCA 

Yes

PackingGroup 

III

HS Code 

29280090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H228Flammable solid

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P370+P378In case of fire: Use … for extinction.

Dimethylglyoxime Chemical Properties,Usage,Production

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).

Uses

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.

Uses

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

Uses

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.

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.