3-carbamoylprop-2-enoic acid

• ChemBase ID: 147069
• Molecular Formular: C4H5NO3
• Molecular Mass: 115.0874
• Monoisotopic Mass: 115.02694303
• SMILES: C(=C\C(=O)O)/C(=O)N
• Canonical SMILES: NC(=O)/C=C/C(=O)O
• InChI: InChI=1S/C4H5NO3/c5-3(6)1-2-4(7)8/h1-2H,(H2,5,6)(H,7,8)
• InChIKey: FSQQTNAZHBEJLS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-carbamoylprop-2-enoic acid; (2E)-3-carbamoylprop-2-enoic acid
• IUPAC Traditional name: 3-carbamoylprop-2-enoic acid; maleamic acid
• Synonyms: Maleamic acid; 3-carbamoylprop-2-enoic acid; 4-Amino-4-oxobut-2-enoic acid; 马来酰胺酸

Database IDs

• CAS Number: 557-24-4
• EC Number: 209-163-4
• MDL Number: MFCD00082354; MFCD00025526
• PubChem SID: 24868186; 162241261
• PubChem CID: 5364140

CALCULATED PROPERTIES

• Acid pKa: 3.5894535
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.7535207
• LogD (pH = 7.4): -4.194595
• Log P: -0.84785694
• Molar Refractivity: 26.4292 cm^3
• Polarizability: 9.73487 Å^3
• Polar Surface Area: 80.39 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 158-161 °C(lit.); 166 - 168°C
• Hydrophobicity(logP): -0.98

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: 95%; 95+%
• Linear Formula: H2NCOCH=CHCO2H

DETAILS

Sigma Aldrich - 445495

Packaging
25 g in glass bottle