ChemicalBook--->CAS DataBase List--->95-45-4

95-45-4

95-45-4 Structure

95-45-4 Structure
IdentificationMore
[Name]

Dimethylglyoxime
[CAS]

95-45-4
[Synonyms]

2,3-BUTANEDIONE DIOXIME
2,3-BUTANEDIONEDIOXIME DISODIUM SALT
2,3-BUTENEDIONDIOXIME
2,3-DIISONITROSOBUTANE
DIACETYLDIOXIME
DIMETHYLGLYOXIME
DIMETHYLGLYOXIME ALCOHOLIC
ETCHANT INDICATOR
METHYL GLOXIME
(2E,3E)-2,3-Butanedione dioxime
2,3-Butadione dioxime
Biacetyl, dioxime
biacetyldioxime
Butane dioxime
Butane-2,3-dione dioxime
butane-2,3-dionedioxime
Chugaev's reagent
Diactyldioxime
dimethyl-glyoxim
Glyoxime, dimethyl-
[EINECS(EC#)]

202-420-1
[Molecular Formula]

C4H8N2O2
[MDL Number]

MFCD00002117
[Molecular Weight]

116.12
[MOL File]

95-45-4.mol
Chemical PropertiesBack Directory
[Appearance]

white crystalline powder
[Melting point ]

240-241 °C(lit.)
[Boiling point ]

217.15°C (rough estimate)
[bulk density]

620kg/m3
[density ]

1.2829 (rough estimate)
[refractive index ]

1.4880 (estimate)
[storage temp. ]

2-8°C
[solubility ]

Soluble in alcohol, acetone, ether
[form ]

Powder
[pka]

pK1:10.60 (25°C)
[color ]

White to off-white
[Odor]

Odorless
[Stability:]

Stable. Incompatible with strong oxidizing agents.
[Water Solubility ]

INSOLUBLE
[Merck ]

14,3246
[BRN ]

506731
[InChI]

1S/C4H8N2O2/c1-3(5-7)4(2)6-8/h7-8H,1-2H3/b5-3+,6-4+
[InChIKey]

JGUQDUKBUKFFRO-GGWOSOGESA-N
[SMILES]

CC(=N/O)\C(C)=N\O
[CAS DataBase Reference]

95-45-4(CAS DataBase Reference)
[NIST Chemistry Reference]

2,3-Butanedione, dioxime(95-45-4)
[EPA Substance Registry System]

95-45-4(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)
GHS02
[Signal word ]

Warning
[Hazard statements ]

H228
[Precautionary statements ]

P210-P240-P241-P280-P370+P378
[Hazard Codes ]

Xn
[Risk Statements ]

R22:Harmful if swallowed.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
[Safety Statements ]

S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing .
[RIDADR ]

UN 2926 6.1(4.1) / PGIII
[WGK Germany ]

3
[RTECS ]

EK2975000
[F ]

10
[Hazard Note ]

Harmful
[TSCA ]

Yes
[HazardClass ]

4.1
[PackingGroup ]

III
[HS Code ]

29280090
[Storage Class]

4.1B - Flammable solid hazardous materials
[Hazard Classifications]

Flam. Sol. 2
[Safety Profile]

Poison by ingestion. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Sodium bisulfite-->2-Butanone-->Congo red paper-->Hydroxylamine-O-sulfonic acid-->2,3-Butanedione monoxime
[Preparation Products]

1,4-Diaminobutane
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

2,3-Butanedione dioxime(95-45-4).msds
Hazard InformationBack Directory
[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]

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.
[Uses]

Dimethylglyoxime is  used as nickel-specific complexing reagent; determination of palladium.
[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.
[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).
[Purification Methods]

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

Dimethylglyoxime(95-45-4)MS
Dimethylglyoxime(95-45-4)1HNMR
Dimethylglyoxime(95-45-4)IR1
Dimethylglyoxime(95-45-4)IR2
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Dimethylglyoxime, 99+%(95-45-4)
[Alfa Aesar]

Dimethylglyoxime, ACS(95-45-4)
[Sigma Aldrich]

95-45-4(sigmaaldrich)
[TCI AMERICA]

Dimethylglyoxime,>98.0%(W)(95-45-4)
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