CAS 22677-21-0 (R)-(+)-4-Hydroxy-2-pyrrolidinone (HCID 185505)

Substructure search Find similar structures

Basic information

CAS: 22677-21-0
Standard SMILES: O=C1C[C@@H](O)CN1
InChIKey: IOGISYQVOGVIEU-GSVOUGTGSA-N
Molecular formula: C4H7NO2
Average molar mass: 101.1 g/mol
Monoisotopic mass: 101.04767846

Names & identifiers

Preferred name: (R)-(+)-4-Hydroxy-2-pyrrolidinone
IUPAC: (4R)-4-hydroxypyrrolidin-2-one
English name: (R)-(+)-4-HYDROXY-2-PYRROLIDINONE
Molecular formula: C4H7NO2
Molecular weight: 101.1

Names & synonyms

(R)-(+)-4-Hydroxy-2-pyrrolidinoneRefChem:406986626-888-522677-21-0(R)-4-hydroxypyrrolidin-2-one(4R)-4-hydroxypyrrolidin-2-one(r)-4-hydroxy-2-pyrrolidone(4R)-4-hydroxy-2-pyrrolidinone(R)-4-HYDROXY-2-PYRROLIDINONEMFCD00273364Oxiracetam Impurity P(R)-4-Hydroxy-pyrrolidin-2-one

Show more names

RHPDIn1122 Impurity 78(R)-4-hydoroxyoyrolidone4-hydroxy-R-2-pyrrolidine(r)-β-hydroxy-γ-butyrolactam（R)+4-hydroxy-2-prrolidinone(R)-4-hydroxy-2-pyrrolidione(4R)-4-hydroxy-2-pyrrolidone

(4R)-4-oxidanylpyrrolidin-2-one2-PYRROLIDINONE, 4-HYDROXY-, (4R)-2-Pyrrolidinone, 4-hydroxy-, (R)-(R)-4-hydroxy-pyrrolidinoneA816305(R)-(+)-4-Hydroxy-2-pyrrolidinone, 97%(R)-beta-Hydroxy-gamma-butyrolactamSCHEMBL164602

Database identifiers

CAS: 22677-21-0
PubChem CID: 185505
DTXSID: DTXSID60945342
EC Number: 626-888-5
Nikkaji: J142.200F

Properties

Computed structural properties

XLogP: -1.4
Topological polar surface area: 49.3 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 7
Formal charge: 0
Complexity: 91.7

Physicochemical properties

Melting point: 156 · 156-160 °C
Boiling point: 363.6 · 363.6±35.0 °C(Predicted)
Density: 1.292 · 1.292±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
solubility: DMSO (Sparingly), Methanol (Slightly), Water (Sparingly)
pka: 13.62 · 13.62±0.20(Predicted)
form: Powder
color: White to pale yellow
optical activity: 23 · [α]23/D +43°, c = 1 in ethanol
Water Solubility: Slightly soluble in water.
BRN: 1524193 · 1524193
InChI: InChI=1S/C4H7NO2/c6-3-1-4(7)5-2-3/h3,6H,1-2H2,(H,5,7)/t3-/m1/s1
InChIKey: IOGISYQVOGVIEU-GSVOUGTGSA-N
SMILES: N1C[C@H](O)CC1=O
CAS DataBase Reference: 22677 · 22677-21-0(CAS DataBase Reference)

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 42 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
hs_code: 29339900
risk_code: 36/37/38-38-37-36
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 2 items

UsesThe (R)-enantiomer intermediate in the preparation of Oxiracetam

Uses(R)-(+)-4-Hydroxy-2-pyrrolidinone intermediate in the preparation of Oxiracetam. Also used as enantiomeric intermediate for the asymmetric single isomeric drugs including antitumor, anesthetic, antipasmodic, anti-inflammatory or anti-HIV activity products.