N-acetyl-N-methoxyacetamide

• ChemBase ID: 152315
• Molecular Formular: C5H9NO3
• Molecular Mass: 131.12986
• Monoisotopic Mass: 131.05824315
• SMILES: CC(=O)N(C(=O)C)OC
• Canonical SMILES: CON(C(=O)C)C(=O)C
• InChI: InChI=1S/C5H9NO3/c1-4(7)6(9-3)5(2)8/h1-3H3
• InChIKey: HWZKQIRJZPOEQF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-acetyl-N-methoxyacetamide
• IUPAC Traditional name: N-acetyl-N-methoxyacetamide
• Synonyms: N-Methoxydiacetamide; N-Acetyl-N-methoxyacetamide; N,N-Diacetyl-O-methylhydroxylamine; N,N,N-二双乙酰甲氧胺; N-甲氧基二乙酰胺

Database IDs

• CAS Number: 128459-09-6
• MDL Number: MFCD00191669
• Beilstein Number: 3537117
• PubChem SID: 162246460; 24858993
• PubChem CID: 538412

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -0.66690105
• LogD (pH = 7.4): -0.66690105
• Log P: -0.66690105
• Molar Refractivity: 30.2787 cm^3
• Polarizability: 12.024231 Å^3
• Polar Surface Area: 46.61 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: 186.8 °F; 86 °C
• Density: 1.12 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.447

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-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: ≥95.0%
• Empirical Formula (Hill Notation): C5H9NO3

DETAILS

Sigma Aldrich - 31546

Other Notes
Chemoselective acetylating agent for prim. amines in the presence of sec. amines and alcohols4
Packaging
5, 25 mL in glass bottle
Application
Reactant for:
• Preparation of benzamide derivatives as rally available antitumor agents1
• Synthesis of hydroxyethylamine (HEA) BACE-1 inhibitors2
• Acetylation of amines (acetylating agent)3