479179

(S)-(−)-4-Hydroxy-2-pyrrolidinone

97%

• Synonym(s): (S)-β-Hydroxy-γ-butyrolactam
• Empirical Formula (Hill Notation): C₄H₇NO₂
• CAS Number: 68108-18-9
• Molecular Weight: 101.10
• Beilstein: 1524192
• MDL number: MFCD00273370
• UNSPSC Code: 12352005
• PubChem Substance ID: 24871604
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 97%
• optical activity: [α]23/D −43°, c = 1 in ethanol
• mp: 156-159 °C (lit.)
• functional group: hydroxyl
• SMILES string: O[C@@H]1CNC(=O)C1
• InChI: 1S/C4H7NO2/c6-3-1-4(7)5-2-3/h3,6H,1-2H2,(H,5,7)/t3-/m0/s1
• InChI key: IOGISYQVOGVIEU-VKHMYHEASA-N

Description

General description

4-Hydroxy-2-pyrrolidinone is an important building block found in many bioactive compounds like streptopyrrolidine. It can be used as an intermediate in the synthesis of various γ-amino acids (GABA) and substituted 2-pyrrolidinones like cynometrine and cynodine.

Application

(S)-(−)-4-Hydroxy-2-pyrrolidinone can be used as a starting material in the preparation of:

• Biologically significant pyrrolo[1,2:1′,2′]azepino[5,6-b]indole derivatives.
• Substituted azepanes by reacting with various aldehydes via photochemical [5+2] cycloaddition.

Safety Information

• Pictograms: GHS05,GHS07
• Signal Word: Danger
• Hazard Statements: H302,H318
• Precautionary Statements: P264 - P270 - P280 - P301 + P312 - P305 + P351 + P338 - P501
• Hazard Classifications: Acute Tox. 4 Oral - Eye Dam. 1
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves