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(R)-(+)-4-hydroxy-2-pyrrolidinone

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Name

(R)-(+)-4-hydroxy-2-pyrrolidinone

EINECS N/A
CAS No. 22677-21-0 Density 1.292 g/cm3
PSA 49.33000 LogP -0.80400
Solubility Slightly soluble in water. Melting Point 156-160 °C
Formula C4H7NO2 Boiling Point 363.6 °C at 760 mmHg
Molecular Weight 101.105 Flash Point 173.7 °C
Transport Information N/A Appearance white to light yellow crystal powder
Safety 26 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 22677-21-0 (2-Pyrrolidinone,4-hydroxy-, (4R)-) Hazard Symbols IrritantXi
Synonyms

2-Pyrrolidinone,4-hydroxy-, (R)- (8CI);(4R)-4-Hydroxy-2-pyrrolidinone;(4R)-4-Hydroxypyrrolidin-2-one;(R)-4-Hydroxy-2-pyrrolidinone;(R)-4-Hydroxypyrrolidin-2-one;

Article Data 23

(R)-(+)-4-hydroxy-2-pyrrolidinone Synthetic route

10488-69-4, 86728-85-0, 87068-18-6, 90866-33-4

ethyl (L)-4-chloro-3-hydroxybutyrate

22677-21-0

(R)-4-hydroxy-2-pyrrolidinone

Conditions
ConditionsYield
With ammonium hydroxide at 80℃; for 3h;82%
135056-42-7

1-(1'-phenylethyl)-4-phenylmethoxypyrrolidin-2-one

22677-21-0

(R)-4-hydroxy-2-pyrrolidinone

Conditions
ConditionsYield
With ammonia; sodium In tetrahydrofuran for 1h;51%
131653-48-0

(4R)-4-hydroxy-1-<(1S)-1-phenylethyl>pyrrolidin-2-one

22677-21-0

(R)-4-hydroxy-2-pyrrolidinone

Conditions
ConditionsYield
With ammonia; lithium In tetrahydrofuran; tert-butyl alcohol at -60℃; for 0.25h;

(R)-4-Hydroxy-4,5-dihydro-3H-pyrrole-2-carboxylic acid anion

22677-21-0

(R)-4-hydroxy-2-pyrrolidinone

Conditions
ConditionsYield
With sulfuric acid; dihydrogen peroxide at 40℃; for 0.75h; Yield given;

ethyl (R)-4-amino-3-hydroxybutanoate hydrochloride

22677-21-0

(R)-4-hydroxy-2-pyrrolidinone

208103-39-3

3(R)-hydroxy-4-aminobutyric acid ethyl ester

22677-21-0

(R)-4-hydroxy-2-pyrrolidinone

Conditions
ConditionsYield
In ethanol
Ru2Cl4((S)-BINAP)2·NEt3in

Ru2Cl4((S)-BINAP)2·NEt3in

ammonium salt of methyl 4-amino-3-oxobutanoate

22677-21-0

(R)-4-hydroxy-2-pyrrolidinone

Conditions
ConditionsYield
In methanol
22677-21-0

(R)-4-hydroxy-2-pyrrolidinone

18162-48-6

tert-butyldimethylsilyl chloride

131653-51-5

(4R)-4-((tert-butyl(dimethyl)silyl)oxy)pyrrolidin-2-one

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 0.5h; Condensation;99%
With 1H-imidazole In N,N-dimethyl-formamide at 0 - 20℃; for 12h;95%
With 1H-imidazole In N,N-dimethyl-formamide at 0 - 20℃; for 3h;91%
22677-21-0

(R)-4-hydroxy-2-pyrrolidinone

58479-61-1

tert-butylchlorodiphenylsilane

945635-00-7

(R)-4-[tert-butyl(diphenyl)silanyloxy]pyrrolidin-2-one

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 0℃; for 0.5h;96%
22677-21-0

(R)-4-hydroxy-2-pyrrolidinone

7013-07-2

(R)-4-Amino-3-hydroxybutanoic acid

Conditions
ConditionsYield
With hydrogenchloride for 4h; Heating;94%
With lithium hydroxide for 24h; Ambient temperature;89%
With hydrogenchloride for 2h; Heating;70%
With barium dihydroxide
With hydrogenchloride for 10h; Heating; Yield given;

(R)-(+)-4-hydroxy-2-pyrrolidinone Chemical Properties

 IUPAC Name: (4R)-4-Hydroxypyrrolidin-2-one
Synonyms of (R)-(+)-4-hydroxy-2-pyrrolidinone (CAS NO.22677-21-0): (R)-4-Hydroxy-2-pyrrolidinone ; (R)-Beta-Hydroxy-gamma-butyrolactam ; 2-Pyrrolidinone, 4-hydroxy-, (R) ; (R)-4-Hydoroxyoyrolidone ; 4-Hydroxy-R-2-pyrrolidine
CAS NO: 22677-21-0
Molecular Formula: C4H7NO2
Molecular Weight: 101.1
Molecular Structure:
H bond acceptors: 3
H bond donors: 2
Freely Rotating Bonds: 1
Polar Surface Area: 29.54Å2
Index of Refraction: 1.513
Molar Refractivity: 23.51 cm3
Molar Volume: 78.2 cm3
Surface Tension: 50.8 dyne/cm
Density: 1.292 g/cm3
Flash Point: 173.7 °C
Enthalpy of Vaporization: 70.57 kJ/mol
Boiling Point: 363.6 °C at 760 mmHg
Vapour Pressure: 9.26E-07 mmHg at 25°C
Melting Point: 156-160 °C
Appearance: white to light yellow crystal powder
SMILES: O=C1NC[C@H](O)C1
InChI: InChI=1/C4H7NO2/c6-3-1-4(7)5-2-3/h3,6H,1-2H2,(H,5,7)/t3-/m1/s1
InChIKey: IOGISYQVOGVIEU-GSVOUGTGBE
Std. InChI: InChI=1S/C4H7NO2/c6-3-1-4(7)5-2-3/h3,6H,1-2H2,(H,5,7)/t3-/m1/s1
Std. InChIKey: IOGISYQVOGVIEU-GSVOUGTGSA-N
Product Categories of (R)-(+)-4-hydroxy-2-pyrrolidinone (CAS NO.22677-21-0): Drug Intermediates;Pyrrole&Pyrrolidine&Pyrroline

(R)-(+)-4-hydroxy-2-pyrrolidinone Safety Profile

Safety Information of (R)-(+)-4-hydroxy-2-pyrrolidinone (CAS NO.22677-21-0):
Hazard Codes: IrritantXi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 3

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