N-[(3S)-2,5-dioxooxolan-3-yl]formamide

• ChemBase ID: 148915
• Molecular Formular: C5H5NO4
• Molecular Mass: 143.0975
• Monoisotopic Mass: 143.02185765
• SMILES: C1[C@@H](C(=O)OC1=O)NC=O
• Canonical SMILES: O=CN[C@H]1CC(=O)OC1=O
• InChI: InChI=1S/C5H5NO4/c7-2-6-3-1-4(8)10-5(3)9/h2-3H,1H2,(H,6,7)/t3-/m0/s1
• InChIKey: DFTMVZIUYVECNW-VKHMYHEASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(3S)-2,5-dioxooxolan-3-yl]formamide
• IUPAC Traditional name: N-[(3S)-2,5-dioxooxolan-3-yl]formamide
• Synonyms: (S)-(-)-2-Formamidosuccinic anhydride; (S)-(-)-2-甲酰胺琥珀酸酐

Database IDs

• CAS Number: 33605-73-1
• EC Number: 251-589-8
• MDL Number: MFCD00192179
• PubChem SID: 162243086; 24866387
• PubChem CID: 11298025

CALCULATED PROPERTIES

• Acid pKa: 11.669168
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.3162037
• LogD (pH = 7.4): -1.316224
• Log P: -1.3162034
• Molar Refractivity: 28.2806 cm^3
• Polarizability: 11.522162 Å^3
• Polar Surface Area: 72.47 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 145-155 °C (dec.)(lit.)
• Optical Rotation: [α]20/D -53°, c = 1 in acetic acid

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: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 90%
• Grade: technical grade
• Empirical Formula (Hill Notation): C5H5NO4

DETAILS

Sigma Aldrich - 421588

Packaging
5 g in glass bottle