(S)-3-Hydroxypyrrolidine Chemical Properties

Melting point:

15°C

Boiling point:

108-110 °C (8 mmHg)

alpha 

-6.5 º (c=3.5% in MeOH)

Density 

1.078 g/mL at 20 °C (lit.)

refractive index 

n20/D 1.490

Flash point:

>110°C

storage temp. 

2-8°C

solubility 

Chloroform (Slightly), Methanol (Slightly)

pka

14.91±0.20(Predicted)

form 

Liquid After Melting

color 

Clear light yellow to yellow

Specific Gravity

1.078

optical activity

[α]20/D 6.5±1.5°, c = 3.5% in methanol

Water Solubility 

Fully miscible in water.

Sensitive 

Air Sensitive & Hygroscopic

BRN 

4652606

CAS DataBase Reference

100243-39-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-40

Safety Statements 

26-37/39-36-22

WGK Germany 

3

F 

10-34

HS Code 

29339900

MSDS

• Language:English Provider:(S)-3-Hydroxypyrrolidine
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

(S)-3-Hydroxypyrrolidine Usage And Synthesis

Description

(S)-3-Hydroxypyrrolidine is a chiral organic compound that serves as an important building block in the synthesis of various pharmaceuticals and natural products. It is a four-membered heterocyclic amino alcohol, featuring a hydroxyl group and a stereogenic center. The 'S' prefix indicates the configuration at the stereocenter, which is crucial for its reactivity and biological activity. This compound is notable for its role as an intermediate in the synthesis of drugs, particularly those targeting the central nervous system. The enantiomeric purity of (S)-3-Hydroxypyrrolidine is often critical, as the 'R' and 'S' enantiomers can exhibit different pharmacological properties.

Chemical Properties

clear light yellow to yellow liquid after melting

Uses

(S)-(-)-3-Hydroxypyrrolidine is an important raw material and intermediate used in organic synthesis, pharmaceuticals agrochemicals and dyestuff fields.

Purification Methods

The (±)-isomer is purified by repeated distillation ( b 102-104o/12mm, 108-110o/18mm), and the (±)-picrate crystallises from EtOH with m 140-141o. The R(+)-enantiomer has b 70o/0.6mm and [] D +5.6o (c 3.63, MeOH). Its hydrochloride has a negative rotation and its dimethiodide has m 230o and [] 24 -8.02o. [Suyama & Kanno Yakugaku Zasshi (J Pharm Soc Japan) 85 531 1965, Uno et al. J Heterocycl Chem 24 1025 1987, Flanagan & Joullie Heterocycles 26 2247 1987, Beilstein 21 III/IV 44.]

(S)-3-Hydroxypyrrolidine (100243-39-8)Related Product Information

• N-Vinyl-2-pyrrolidone
• N-Methyl-2-pyrrolidone
• Pyrrolidine
• Polyvinylpyrrolidone
• 3-Pyrrolidinol
• METHYL-2-PYRROLIDONE
• (+/-)-exo-6-Hydroxytropinone
• cis-4-Hydroxy-L-proline
• SCOPOLAMINE N-OXIDE HYDROBROMIDE
• 2,5-DIDEOXY-2,5-IMINO-D-MANNITOL
• Scopine hydrochloride
• SWAINSONINE
• Scopolamine hydrobromide
• HYOSCINE HYDROCHLORIDE
• SCOPOLAMINE METHYL NITRATE
• (S)-1-Benzyl-3-pyrrolidinol
• trans-4-Hydroxy-D-proline
• SAXITOXIN