methyl 5-aminofuran-2-carboxylate

• ChemBase ID: 90297
• Molecular Formular: C6H7NO3
• Molecular Mass: 141.12468
• Monoisotopic Mass: 141.04259309
• SMILES: o1c(ccc1N)C(=O)OC
• Canonical SMILES: COC(=O)c1ccc(o1)N
• InChI: InChI=1S/C6H7NO3/c1-9-6(8)4-2-3-5(7)10-4/h2-3H,7H2,1H3
• InChIKey: KLKQGSISBRVCTK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 5-aminofuran-2-carboxylate
• IUPAC Traditional name: methyl 5-aminofuran-2-carboxylate
• Synonyms: 5-Aminofuran-2-carboxylic acid methyl ester; 5-Amino-2-furoic acid methyl ester; Methyl 5-amino-2-furoate; Methyl 5-aminofuran-2-carboxylate; Methyl 5-amino-2-furoate; 5-氨基-2-糠酸甲酯

Database IDs

• CAS Number: 22600-30-2
• MDL Number: MFCD00051661
• Beilstein Number: 1365799
• PubChem SID: 162077118
• PubChem CID: 5072225

CALCULATED PROPERTIES

• Acid pKa: 17.649805
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.2973345
• LogD (pH = 7.4): 0.2973345
• Log P: 0.2973345
• Molar Refractivity: 34.4279 cm^3
• Polarizability: 12.862657 Å^3
• Polar Surface Area: 65.46 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 131-135°C; 132 - 134°C; 132-134°C
• Hydrophobicity(logP): 0.57

Safety Information

• Storage Warning: Irritant
• European Hazard Symbols: Irritant (Xi)
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 95%; 98%

REFERENCES

• Diels-Alder reactions with dienophiles, e.g. acrylonitrile, give amino cyclohexadienols, dehydration of which provides a route to polysubstituted anilines in good yield: Tetrahedron Lett., 37, 2903 (1996):