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Cas Database |
| Name |
Dimethylglyoxime |
EINECS | 202-420-1 |
| CAS No. | 95-45-4 | Density | 1.17 g/cm3 |
| PSA | 65.18000 | LogP | 0.68660 |
| Solubility | insoluble in water | Melting Point |
240-241 °C(lit.) |
| Formula | C4H8N2O2 | Boiling Point | 271.529 °C at 760 mmHg |
| Molecular Weight | 116.12 | Flash Point | 158.376 °C |
| Transport Information | N/A | Appearance | white crystalline powder |
| Safety | 22-24/25-36 | Risk Codes | 22-20/21/22 |
| Molecular Structure |
|
Hazard Symbols |
 Xn
|
| Synonyms |
2,3-Butanedione,dioxime (8CI,9CI);2,3-Diisonitrosobutane;Biacetyl dioxime;Chugaev's reagent;2,3-Butanedione,2,3-dioxime;NSC 9;Reagents, Chugaev's;Diacetyl dioxime; |
Article Data | 52 |
Dimethylglyoxime Synthetic route
- 7647-01-0
hydrogenchloride
A
- 594-31-0, 34716-91-1, 20265-29-6
triphenylantimony dichloride
B
- 95-45-4
butane-2,3-dione dioxime
| Conditions | Yield |
|---|---|
| In hydrogenchloride react. antimony compd. with concd. HCl; | A 99% B n/a |
| Conditions | Yield |
|---|---|
| With pyridine; hydroxylamine hydrochloride In methanol for 1h; Reflux; | 95% |
| With pyridine; hydroxylamine hydrochloride In methanol for 1h; Inert atmosphere; Reflux; | 92% |
- 135636-66-7
butane-2,3-dione mono-oxime
A
- 89356-40-1
2-(1-hydroxyiminoethyl)-2,4,5-trimethyl-2H-imidazole 1-oxide
B
- 95-45-4
butane-2,3-dione dioxime
| Conditions | Yield |
|---|---|
| With ammonium carbonate In ethanol; water for 72h; Heating; | A 35% B 9.0 g |
| Conditions | Yield |
|---|---|
| With nitric acid In not given | A 32% B n/a |
| With HNO3 In not given | A 32% B n/a |
- 151-50-8
potassium cyanide
- 135636-66-7
butane-2,3-dione mono-oxime
A
- 89356-40-1
2-(1-hydroxyiminoethyl)-2,4,5-trimethyl-2H-imidazole 1-oxide
B
- 95-45-4
butane-2,3-dione dioxime
- 89356-41-2
1-hydroxytetrahydro-4,5-dimethyl-2-oxoimidazole-4,5-dicarboxylic acid
- 89356-38-7
(3aRS,6aSR)-6-amino-1,3,3a,6a-tetrahydro-1-hydroxy-3a,6a-dimethylpyrrolo<3,4-d>imidazole-2,4-dione
| Conditions | Yield |
|---|---|
| With ammonium carbonate; water In ethanol at 70℃; for 4h; Product distribution; Mechanism; | A 0.5 g B 0.07 g C 3% D 26.5% |
| With ammonium carbonate; water In ethanol at 70℃; for 4h; | A 0.5 g B 0.07 g C 3% D 26.5% |
- 151-50-8
potassium cyanide
- 135636-66-7
butane-2,3-dione mono-oxime
- 89356-43-4
(3aRS,6aSR)-1,3,3a,6a-tetrahydro-1-hydroxy-3a,6a-dimethyl-5H-pyrrolo<3,4-d>imidazole-2,4,6-trione
B
- 95-45-4
butane-2,3-dione dioxime
- 89356-41-2
1-hydroxytetrahydro-4,5-dimethyl-2-oxoimidazole-4,5-dicarboxylic acid
- 89356-38-7
(3aRS,6aSR)-6-amino-1,3,3a,6a-tetrahydro-1-hydroxy-3a,6a-dimethylpyrrolo<3,4-d>imidazole-2,4-dione
| Conditions | Yield |
|---|---|
| With ammonium carbonate; water In ethanol at 70℃; for 4h; | A 0.4 g B 0.07 g C 3% D 26.5% |
| Conditions | Yield |
|---|---|
| With sodium hydroxide; water; sodium nitrite ueber mehrere Stufen; | |
| With sodium hydroxide dann versetzt mit Natriumnitrit und leitet Schwefeldioxyd ein; |
- 29027-51-8
diacetyldioxime monomethylether
- 95-45-4
butane-2,3-dione dioxime
| Conditions | Yield |
|---|---|
| With hydrogenchloride |
- 29027-51-8
diacetyldioxime monomethylether
A
- 617-32-3
butane-2,3-dione-2-methoxime
B
- 95-45-4
butane-2,3-dione dioxime
| Conditions | Yield |
|---|---|
| With hydrogenchloride at 60℃; |
- 17235-39-1
2,3-dinitro-butane
- 95-45-4
butane-2,3-dione dioxime
Dimethylglyoxime Chemical Properties
IUPAC Name: N-[(Z)-3-nitrosobut-2-en-2-yl]hydroxylamine
Molecular formula: C4H8N2O2
Molar mass: 116.12 g/mol
Appearance: White/Off White Powder
Index of Refraction: 1.487
Molar Refractivity: 28.417 cm3
Molar Volume: 98.819 cm3
Polarizability: 11.265× 10-24cm3
Surface Tension: 37.538 dyne/cm
Density: 1.175 g/cm3
Flash Point: 158.376 °C
Enthalpy of Vaporization: 59.186 kJ/mol
Melting point: 240 - 241 °C
Boiling Point: 271.529 °C at 760 mmHg
Vapour Pressure: 0.001 mmHg at 25°C
Storage temp.: 2-8°C
Solubility in water: low
Stability: Stable. Incompatible with strong oxidizing agents.
Other names: Dimethylglyoxime,Diacetyl dioxime,Chugaev's Reagent 2,3-diisonitrosobutane
The Structure of Diacetyl dioxime (95-45-4):
Dimethylglyoxime Uses
Diacetyl dioxime (95-45-4) is used in the analysis of palladium or nickel.
Diacetyl dioxime (95-45-4) is used as a chelating agent in the gravimetric analysis of nickel.
Dimethylglyoxime Production
Diacetyl dioxime (95-45-4) can be prepared from butanone first by reaction with ethylnitrite followed by conversion of the biacetyl monoxime using sodium hydroxylamine monosulfonate:
Dimethylglyoxime Toxicity Data With Reference
| 1. | otr-ham:emb 100 µg/L | FCTXAV Food and Cosmetics Toxicology. 18 (1980),289. | ||
| 2. | orl-rat LDLo:250 mg/kg | NCNSA6 National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. 5 (1953),26. |
Dimethylglyoxime Consensus Reports
Reported in EPA TSCA Inventory.
Dimethylglyoxime Safety Profile
Poison by ingestion. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes: 
Xn
Risk Statements: 22-20/21/22
22: Harmful if swallowed
20/21/22: Harmful by inhalation, in contact with skin and if swallowed
Safety Statements: 22-24/25-36
22: Do not breathe dust
24/25: Avoid contact with skin and eyes
36: Wear suitable protective clothing
WGK Germany: 3
RTECS: EK2975000
F: 10: Keep under argon.
Hazard Note: Harmful
HS Code: 29280090
Dimethylglyoxime Specification
1. First Aid Measures
Ingestion:
Induce vomiting. If victim is conscious and alert, give 2-4 cupfuls of milk or water. Never give anything by mouth to an unconscious person. Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Skin:
Flush skin with plenty of soap and water for at least 15 minutes while removing contaminated clothing and shoes. Get medical aid if irritation develops or persists. Wash clothing before reuse.
Eyes:
Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
2. Handling and Storage
Storage:
Keep away from heat and flame. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
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