(S)-(-)-2-Pyrrolidinone-5-carboxylic acid, 98+%
(S)-(-)-2-Pyrrolidinone-5-carboxylic acid, 98+%
(S)-(-)-2-Pyrrolidinone-5-carboxylic acid, 98+%
Thermo Scientific Chemicals

(S)-(-)-2-Pyrrolidinone-5-carboxylic acid, 98+%

CAS: 98-79-3 | C5H7NO3 | 129.12 g/mol
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Catalog number L11711.14
also known as L11711-14
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25 g
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Price (USD)
24.65
Online Exclusive
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Chemical Identifiers
CAS98-79-3
IUPAC Name5-oxopyrrolidine-2-carboxylic acid
Molecular FormulaC5H7NO3
InChI KeyODHCTXKNWHHXJC-UHFFFAOYNA-N
SMILESOC(=O)C1CCC(=O)N1
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SpecificationsSpecification SheetSpecification Sheet
FormCrystals or powder or crystalline powder
Assay (Aqueous acid-base Titration)≥98.0 to ≤102.0%
Optical Rotation-10.9 ± 0.2? (C=5 in water)
Appearance (Color)White
(S)-(-)-2-Pyrrolidinone-5-carboxylic acid is used as a building block for pharmaceuticals and asymmetric synthesis. It Is also used as a resolving agent for chiral bases and in an efficient synthesis of quinolizidine and indolizidine alkaloids.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
(S)-(-)-2-Pyrrolidinone-5-carboxylic acid is used as a building block for pharmaceuticals and asymmetric synthesis. It Is also used as a resolving agent for chiral bases and in an efficient synthesis of quinolizidine and indolizidine alkaloids.

Solubility
Soluble in water (10-15% at 20°C), alcohol, acetone, dimethyl sufoxide and methanol.

Notes
Keep container tightly sealed. Store in cool, dry conditions in well sealed containers. Incompatible with oxidizing agents.
RUO – Research Use Only

General References:

  1. Liang Wang.; Xiangju Meng.; Bin Wang.; Wenyang Chi.; Feng-Shou Xiao. Pyrrolidone-modified SBA-15 supported Au nanoparticles with superior catalytic properties in aerobic oxidation of alcohols. Chem. Commun. 2010, 46 (27), 5003-5005.
  2. Liang Wang.; Hong Wang.; Prokop Hapala.; Longfeng Zhu.; Limin Renb, Xiangju Meng.; James P. Lewis.; Feng-Shou Xiao. Superior catalytic properties in aerobic oxidation of olefins over Au nanoparticles on pyrrolidone-modified SBA-15. Journal of Catalysis. 2011, 281 (1), 30-393.
  3. Resolving agent for chiral bases: Helv. Chim. Acta, 41, 181 (1958). Versatile chiral starting material:
  4. Reduction to the alcohol followed by reaction with benzaldehyde gives a bicyclic lactam which is a useful chiral synthon: J. Org. Chem., 51, 3140 (1986); Tetrahedron Lett., 32, 1379 (1991):
  5. For use in an efficient synthesis of quinolizidine and indolizidine alkaloids, see: J. Org. Chem., 60, 717 (1995).