2,2-dimethyl-3,4-dihydro-2H-pyrrol-1-ium-1-olate

• ChemBase ID: 39569
• Molecular Formular: C6H11NO
• Molecular Mass: 113.15764
• Monoisotopic Mass: 113.08406398
• SMILES: CC1(C)[N+](=CCC1)[O-]
• Canonical SMILES: [O-][N+]1=CCCC1(C)C
• InChI: InChI=1S/C6H11NO/c1-6(2)4-3-5-7(6)8/h5H,3-4H2,1-2H3
• InChIKey: VCUVETGKTILCLC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,2-dimethyl-3,4-dihydro-2H-pyrrol-1-ium-1-olate
• IUPAC Traditional name: 2,2-dimethyl-3,4-dihydropyrrol-1-ium-1-olate
• Synonyms: 5,5-Dimethyl-1-pyrroline N-oxide; 5,5-Dimethyl-1-pyrroline-N-oxide; 5,5-Dimethyl-1-pyrroline N-oxide; DMPO; 3,4-Dihydro-2,2-dimethyl-2H-pyrrole N-oxide

Database IDs

• CAS Number: 3317-61-1
• EC Number: 222-011-1
• MDL Number: MFCD00005279
• Beilstein Number: 107603
• PubChem SID: 24278029; 161002876
• PubChem CID: 1774

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): -2.581346
• LogD (pH = 7.4): -1.5839262
• Log P: -2.6401103
• Molar Refractivity: 34.0815 cm^3
• Polarizability: 12.265093 Å^3
• Polar Surface Area: 26.07 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true
• Acid pKa: 8.357824

PROPERTIES

Physical Property

• Melting Point: 25-29 °C(lit.); 25-29°C
• Boiling Point: 75 °C/0.4 mmHg(lit.); 75°C; 75°C/0.4mm
• Flash Point: 203 °F; 95 °C; 95°C
• Density: 1.015; 1.015 g/mL at 25 °C(lit.); 1.02 g/ml
• Refractive Index: 1.496; 1.4960; n20/D 1.496(lit.)

Safety Information

• Storage Condition: 0°C, Desiccate, Store Under Nitrogen, Protect from light
• Storage Warning: IRRITANT, KEEP COLD; Irritant/Light Sensitive/Store under Argon/Store at -20°C
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)
• Storage Temperature: -20°C

Product Information

• Purity: ≥97%; ≥97% (GC); 95+%; 98%
• Empirical Formula (Hill Notation): C6H11NO

DETAILS

MP Biomedicals - 02152683

Density: 1.02 g/ml

Sigma Aldrich - D5766

Packaging
1 g in glass bottle
250 mg in glass bottle
Application
Neuroprotective agent; nitric oxide spin trap. Used to study radicals formed by enzymatic acetaldehyde oxidation. Incubation of lymphocytes with DMPO decreased DNA damage by NiCl2.