5-Oxoproline ethyl ester

HCID 98047

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Basic information

CAS: 66183-71-9
Standard SMILES: CCOC(=O)C1CCC(=O)N1
InChIKey: QYJOOVQLTTVTJY-YFKPBYRVSA-N
Molecular formula: C7H11NO3
Average molar mass: 157.17 g/mol

Names & identifiers

Preferred name: 5-Oxoproline ethyl ester
IUPAC: ethyl 5-oxopyrrolidine-2-carboxylate
English name: ethyl 5-oxo-DL-prolinate
Molecular formula: C7H11NO3
Molecular weight: 157.17

Names & synonyms

66183-71-9Ethyl 5-oxo-DL-prolinate5-Oxoproline ethyl esterRefChem:1073213266-226-9ethyl 5-oxopyrrolidine-2-carboxylateethyl dl-pyroglutamateethyl 5-oxoprolinateMFCD000626735-ETHYLCARBOXYL-2-PYRROLIDINONEEthyl D-(-)-pyroglutamateproline, 5-oxo-, ethyl ester

Show more names

5-Oxo-DL-Proline ethyl(±)-5-Oxoproline ethylEthyl-5-oxo-DL-prolinatD-L-pyroglutamic acidaminoacidethyl ester

5-ethoxycarbonyl-2-pyrrolidinoneSTL4323305-ETHOXYLCARBONYL-2-PYRROLIDINONECS-0148328Ethyl 5-hydroxy-3,4-dihydro-2H-pyrrole-2-carboxylateNSC-72279NSC-166529BCP27376

Database identifiers

CAS: 66183-71-9、7149-65-7
PubChem CID: 98047
DTXSID: DTXSID00984674
EC Number: 266-226-9
Nikkaji: J1.324.301H

Properties

Computed structural properties

XLogP: -0.1
Topological polar surface area: 55.4 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 3
Heavy atoms: 11
Formal charge: 0
Complexity: 179

Physicochemical properties

Melting point: 54 °C · 54 °C
Boiling point: 137 · 137-140 °C(Press: 0.45 Torr)
Density: 1.161 · 1.161±0.06 g/cm3(Predicted)
storage temp.: Store at room temperature
pka: 14.78 · 14.78±0.40(Predicted)
Appearance: White to off-white Solid
InChI: InChI=1S/C7H11NO3/c1-2-11-7(10)5-3-4-6(9)8-5/h5H,2-4H2,1H3,(H,8,9)/t5-/m0/s1
InChIKey: QYJOOVQLTTVTJY-YFKPBYRVSA-N
SMILES: C(OCC)(=O)[C@@H]1CCC(=O)N1
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P301+P312-P302+P352-P304+P340-P305+P351+P338

Safety & regulation

Safety data

Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P301+P312-P302+P352-P304+P340-P305+P351+P338

Chemistry & industry

Applications

Uses5-Ethylcarboxyl-2-pyrrolidinone is used as a reactant in the preparation of N-halo compounds by reaction of primary and secondary amines or amides with sodium hypohalite.