ethyl N-hydroxyethanecarboximidate

• ChemBase ID: 147508
• Molecular Formular: C4H9NO2
• Molecular Mass: 103.11976
• Monoisotopic Mass: 103.06332853
• SMILES: CCO/C(=N/O)/C
• Canonical SMILES: C/C(=N\O)/OCC
• InChI: InChI=1S/C4H9NO2/c1-3-7-4(2)5-6/h6H,3H2,1-2H3
• InChIKey: QWKAVVNRCKPKNM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl N-hydroxyethanecarboximidate; (E)-(ethyl N-hydroxyethenecarboximidate)
• IUPAC Traditional name: ethyl N-hydroxyethanecarboximidate; (E)-(ethyl N-hydroxyethenecarboximidate)
• Synonyms: Ethyl N-hydroxyacetimidate; Ethyl acetohydroximate; Ethyl acetohydroxamate; Ethyl N-hydroxyacetimidate; ethyl N-hydroxyethanecarboximidate; Ethyl N-hydroxyacetimidate; N-羟基乙酰亚胺酸乙酯; N-羟基亚氨逐乙酸乙酯; 乙酰羟肟酸乙酯; N-羟基乙亚氨酸乙酯

Database IDs

• CAS Number: 10576-12-2
• EC Number: 234-165-7
• MDL Number: MFCD00002114
• Beilstein Number: 1700260
• PubChem SID: 24852539; 162241696
• PubChem CID: 5363167

CALCULATED PROPERTIES

• Acid pKa: 10.152332
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.255747
• LogD (pH = 7.4): 0.2550049
• Log P: 0.2557694
• Molar Refractivity: 26.252 cm^3
• Polarizability: 10.2480345 Å^3
• Polar Surface Area: 41.82 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 23-25 °C(lit.); 23-25°C; 25 - 30°C
• Boiling Point: 55-58 °C/6 mmHg(lit.); 55-58°C/6mm
• Flash Point: 131 °F; 55 °C; 77°C(171°F)
• Refractive Index: 1.4340; n20/D 1.434(lit.)
• Hydrophobicity(logP): -0.013

Safety Information

• Storage Warning: Moisture Sensitive
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 10; 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H226; H315-H319-H335-H227
• GHS Precautionary statements: P210-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (GC); 95%; 97%
• Grade: purum
• Linear Formula: CH3C(=NOH)OC2H5

DETAILS

Sigma Aldrich - 208922

Packaging
10, 50 g in glass bottle
Application
Precursor to O-substituted hydroxylamines1 and β-hydroxy esters.2

Sigma Aldrich - 00508

Other Notes
A starting compound for the preparation of O-arylsulfonylhydroxylamines (powerful aminating reagents).; Review1