methyl 2-nitroacetate

• ChemBase ID: 78558
• Molecular Formular: C3H5NO4
• Molecular Mass: 119.0761
• Monoisotopic Mass: 119.02185765
• SMILES: O(C(=O)C[N+](=O)[O-])C
• Canonical SMILES: [O-][N+](=O)CC(=O)OC
• InChI: InChI=1S/C3H5NO4/c1-8-3(5)2-4(6)7/h2H2,1H3
• InChIKey: ALBSWLMUHHZLLR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-nitroacetate
• IUPAC Traditional name: nitroacetic acid methyl ester
• Synonyms: Nitroacetic acid methyl ester; Methyl nitroacetate; Methyl nitroacetate; 硝基乙酸甲酯

Database IDs

• CAS Number: 2483-57-0
• EC Number: 219-622-0
• MDL Number: MFCD00075480
• Beilstein Number: 1758670
• PubChem SID: 24862657; 162043321
• PubChem CID: 17206

CALCULATED PROPERTIES

• Acid pKa: 7.657681
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -0.35029408
• LogD (pH = 7.4): -0.53798735
• Log P: -0.34728798
• Molar Refractivity: 22.4371 cm^3
• Polarizability: 9.216148 Å^3
• Polar Surface Area: 69.44 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 195-198 °C(lit.); 195-198°C
• Flash Point: 105 °C; 105°C(221°F); 221 °F
• Density: 1.294; 1.294 g/mL at 25 °C(lit.)
• Refractive Index: 1.4260; n20/D 1.425(lit.); n20/D 1.426

Safety Information

• Storage Warning: Light Sensitive
• RTECS: AJ1093000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2
• Risk Statements: 36/37/38; 36/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H303; H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P280G-P305+P351+P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥97.0% (GC); 98%
• Grade: purum
• Linear Formula: NO2CH2COOCH3

DETAILS

Sigma Aldrich - 366463

Packaging
1, 5 g in glass bottle

Sigma Aldrich - 73325

Caution
may discolor to yellow on storage
Other Notes
Use in organic synthesis, a review1; Synthesis of 2,5-dioxoalkanoates from enones2