479179
(S)-(−)-4-Hydroxy-2-pyrrolidinone
97%
Synonym(s):
(S)-β-Hydroxy-γ-butyrolactam
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About This Item
Empirical Formula (Hill Notation):
C4H7NO2
CAS Number:
Molecular Weight:
101.10
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1524192
Assay:
97%
Quality Segment
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
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.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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