N-[3-(hydroxyimino)butan-2-ylidene]hydroxylamine

• ChemBase ID: 77213
• Molecular Formular: C4H8N2O2
• Molecular Mass: 116.11852
• Monoisotopic Mass: 116.05857751
• SMILES: N(=C(\C)/C(=N/O)/C)\O
• Canonical SMILES: O/N=C(/C(=N/O)/C)\C
• InChI: InChI=1S/C4H8N2O2/c1-3(5-7)4(2)6-8/h7-8H,1-2H3
• InChIKey: JGUQDUKBUKFFRO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[3-(hydroxyimino)butan-2-ylidene]hydroxylamine; (E)-N-[(3E)-3-(hydroxyimino)butan-2-ylidene]hydroxylamine
• IUPAC Traditional name: 2,3-butanedione oxime; dimethylglyoxime
• Synonyms: Diacetyldioxime; Dimethylglyoxime; Dimethylglyoxime; Chugaev's Reagent; Dimethylglyoxime; Butane-2,3-dione 2,3-dioxime; N,N'-Dihydroxybutane-2,3-diimine; Dimethylglyoxime 99%; Biacetyl dioxime; Diacetyl Dioxime; 2,3-Diisonitrosobutane; 2,3-Butanedione dioxime; DIMETHYLGLYOXIME, ACS; 2,3-丁二酮二肟; 丁二酮肟; 二甲基乙二肟

Database IDs

• CAS Number: 95-45-4
• EC Number: 202-420-1
• MDL Number: MFCD00002117
• Beilstein Number: 506731
• PubChem SID: 24859952; 24865222; 162042086; 24849992; 24845609
• PubChem CID: 5356010
• Chemspider ID: 10606175
• Unique Ingredient Identifier: 2971MFT1KY
• Wikipedia Title: Dimethylglyoxime

CALCULATED PROPERTIES

• Acid pKa: 7.886533
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.4126258
• LogD (pH = 7.4): 0.29240566
• Log P: 0.41445905
• Molar Refractivity: 29.1842 cm^3
• Polarizability: 11.004104 Å^3
• Polar Surface Area: 65.18 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: low in water
• Apperance: White/Off White Powder
• Melting Point: 240 - 241°C; 240-241 °C(lit.); 240-241°C; 240-243 °C; 247-249°C
• Boiling Point: decomp.
• Density: 1.37 g/cm^3

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: Highly Flammable/Toxic
• RTECS: EK2975000
• European Hazard Symbols: Flammable (F); Toxic (T)
• UN Number: 2926
• German water hazard class: 3
• Hazard Class: 4.1
• Packing Group: 3
• Risk Statements: 11-25; R20/22
• Safety Statements: 45; R22, R36/37
• GHS Pictograms: GHS02; GHS06
• GHS Signal Word: Danger
• Main Hazard: Toxic, Skin/Eye Irritant
• NFPA704:
  

  2
• GHS Hazard statements: H228-H301
• GHS Precautionary statements: P210-P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P2 (EN 143) respirator cartridges, type P3 (EN 143) respirator cartridges; Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 2926 4.1/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (TLC); ≥98.0%; ≥99%; ≥99% (gravimetric); ≥99.0% (TLC); 95+%
• Grade: ACS; ACS reagent; ACS reagent, reag. Ph. Eur.; JIS special grade; puriss. p.a.; REAGENT
• Suitability: passes test for determination of nickel; passes test for precipitation of nickel
• Ignition Residue: ≤0.05%; ≤0.05% (as SO4)
• Impurities: ≤0.02% insoluble in ethanol; ≤0.02% insoluble matter in ethanol; ≤0.05% insol. Alcohol
• Cation Traces: Ca: ≤10 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤5 mg/kg; K: ≤50 mg/kg; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Na: ≤50 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Zn: ≤5 mg/kg
• Quality: for the detection of Ni
• Linear Formula: CH3C(=NOH)C(=NOH)CH3

DETAILS

MP Biomedicals - 02152518

ACS Reagent Grade

Sigma Aldrich - 40390

Other Notes
Reagent for the spectrophotometric determination of Co(II), Fe(II), Ni(II), Pd(II) and Re(VII)1

Sigma Aldrich - 162574

Packaging
100, 500 g in poly bottle