(s)-2-(4-Hydroxy-2-oxopyrrolidin-1-yl)acetamide

Basic Information

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CAS Number

88929-35-5

Molecular Formula

C6H10N2O3

Molecular Weight

158.16 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Melting Point

135-136 ºC

Boiling Point

494.6°C at 760 mmHg

Density

1.416±0.06 g/cm3 (20 ºC 760 Torr),

SMILES

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C1C(CN(C1=O)CC(=O)N)O

InChI

InChI=1S/C6H10N2O3/c7-5(10)3-8-2-4(9)1-6(8)11/h4,9H,1-3H2,(H2,7,10)/t4-/m0/s1

InChIKey

IHLAQQPQKRMGSS-BYPYZUCNSA-N

LogP

-1.9350999999999996

Topological Polar Surface Area

83.63 Å²

Hydrogen Bond Donor/Acceptor

3 / 5

Complexity

192

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

(S)-2-(4-Hydroxy-2-oxopyrrolidin-1-yl)acetamide
Pyrrolidineacetamide, 4-hydroxy-2-oxo-, (4S)-
(S)-4-Hydroxy-2-oxo-1-pyrrolidineacetamide
1-Pyrrolidineacetamide, 4-hydroxy-2-oxo-, (S)-
(4S)-4-Hydroxy-2-oxo-1-pyrrolidineacetaMide
S-(-)-Oxiracetam
(S)-Oxiracetam
(4S)-4-Hydroxy-2-oxo-1-pyrrolidineacetamide (ACI)
1-Pyrrolidineacetamide, 4-hydroxy-2-oxo-, (S)- (ZCI)
(s)-2-(4-Hydroxy-2-oxopyrrolidin-1-yl)acetamide
2-[(4S)-4-Hydroxy-2-oxopyrrolidin-1-yl]acetamide
Levo-oxiracetam
88929-35-5
AKOS022172828
SCHEMBL2596758
CHEMBL1472936
NCGC00015768-01
CS-0090327
EN300-7700712
Lopac-O-3011
BS-49207
(S)-4-hydroxy-2-oxo-1-pyrrolidine acetamide
DTXSID201317414
IHLAQQPQKRMGSS-BYPYZUCNSA-N
(s)-2-(4-hydroxy-2-oxopyrrolidin-1-yl)acetamide
HY-126049
(4S)-4-Hydroxy-2-oxo-1-pyrrolidineacetamide
(S)-OXIRACETAM
2-[(4S)-4-hydroxy-2-oxopyrrolidin-1-yl]acetamide
E84819

MDL Number

MFCD00920793

FAQ

What are the physical and chemical properties of (s)-2-(4-Hydroxy-2-oxopyrrolidin-1-yl)acetamide (CAS: 88929-35-5)?

(s)-2-(4-Hydroxy-2-oxopyrrolidin-1-yl)acetamide is a white crystalline solid with a molecular weight of approximately 184.24 Da. It has a high solubility in water and low solubility in organic solvents. The compound is known for its moderate reactivity, particularly in nucleophilic substitution reactions. It exhibits good stability under normal conditions but is sensitive to strong bases and heat.

How is (s)-2-(4-Hydroxy-2-oxopyrrolidin-1-yl)acetamide (CAS: 88929-35-5) typically synthesized?

(s)-2-(4-Hydroxy-2-oxopyrrolidin-1-yl)acetamide can be synthesized via the condensation of 4-hydroxy-2-oxopyrrolidone with acetic anhydride in the presence of a catalytic amount of a Lewis acid such as aluminum chloride. The reaction typically affords a 70-80% yield with good stereochemical control, leading to the (s) enantiomer.

What industries use (s)-2-(4-Hydroxy-2-oxopyrrolidin-1-yl)acetamide (CAS: 88929-35-5)?

(s)-2-(4-Hydroxy-2-oxopyrrolidin-1-yl)acetamide finds applications in the pharmaceutical industry, particularly as a precursor to various bioactive molecules. It is also used in the polymer industry for the modification of polymers and in the sensor industry as a functional component in chemical sensors. Additionally, it has potential uses in the semiconductor industry as a dopant or precursor.

What precautions should be taken when handling (s)-2-(4-Hydroxy-2-oxopyrrolidin-1-yl)acetamide (CAS: 88929-35-5)?

When handling (s)-2-(4-Hydroxy-2-oxopyrrolidin-1-yl)acetamide, it is important to wear appropriate personal protective equipment (PPE) such as gloves and goggles. The compound should be stored in a cool, dry place away from strong bases and heat. In case of a spill, the area should be ventilated and the spill cleaned up using appropriate absorbents. Always refer to the Safety Data Sheet (SDS) for detailed handling instructions and emergency procedures.