methyl (2S)-5-oxopyrrolidine-2-carboxylate

• ChemBase ID: 67657
• Molecular Formular: C6H9NO3
• Molecular Mass: 143.14056
• Monoisotopic Mass: 143.05824315
• SMILES: N1[C@@H](CCC1=O)C(=O)OC
• Canonical SMILES: COC(=O)[C@@H]1CCC(=O)N1
• InChI: InChI=1S/C6H9NO3/c1-10-6(9)4-2-3-5(8)7-4/h4H,2-3H2,1H3,(H,7,8)/t4-/m0/s1
• InChIKey: HQGPKMSGXAUKHT-BYPYZUCNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S)-5-oxopyrrolidine-2-carboxylate
• IUPAC Traditional name: methyl (2S)-5-oxopyrrolidine-2-carboxylate
• Synonyms: (S)-Methyl 5-oxopyrrolidine-2-carboxylate; 5-Oxo-L-proline Methyl Ester; L-Pyroglutamic Acid Methyl Ester; (S)-5-(Methoxycarbonyl)-2-pyrrolidinone; L-5-Oxoproline Methyl Ester; Methyl (S)-2-Oxopyrrolidine-5-carboxylate; Methyl Pyroglutamate; Methyl (S)-Pyroglutamate; Methyl (S)-(+)-2-pyrrolidone-5-carboxylate; Methyl L-pyroglutamate; Methyl L-pyroglutamate; Methyl (S)-(+)-2-pyrrolidone-5-carboxylate; L-焦谷氨酸甲酯; (S)-(+)-2-吡咯烷酮-5-羧酸甲酯

Database IDs

• CAS Number: 4931-66-2
• EC Number: 225-567-3
• MDL Number: MFCD00080931
• PubChem SID: 24870058; 162033392
• PubChem CID: 78646

CALCULATED PROPERTIES

• Acid pKa: 10.9671
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.743777
• LogD (pH = 7.4): -0.7438799
• Log P: -0.74377567
• Molar Refractivity: 32.8569 cm^3
• Polarizability: 13.1389475 Å^3
• Polar Surface Area: 55.4 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Brown Oil; Oil
• Boiling Point: 90 °C/0.3 mmHg(lit.)
• Flash Point: 113 °C; 235.4 °F
• Density: 1.226 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.486(lit.)
• Optical Rotation: [α]20/D +10.5°, c = 1 in ethanol

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: false
• 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+%; 97%
• Empirical Formula (Hill Notation): C6H9NO3

DETAILS

Sigma Aldrich - 463396

Packaging
5 g in glass bottle