| Identification | More | [Name]
(S)-3-Hydroxypyrrolidine | [CAS]
100243-39-8 | [Synonyms]
3-PYRROLIDINOL, (S)
(R)-3-HYDROXYPYRROLIDINE 2-BUTENEDIOATE
(S)-(-)-3-HYDROXYPYRROLIDINE
(S)-3-HYDROXYPYRROLIDINE
(S)-(-)-3-PYRROLIDINOL
(S)-3-PYRROLIDINOL
(S)-3-PYRROLIDINOL (S)-3-HYDROXYPYRROLIDINE
S-HP
(S)-PYRROLIDIN-3-OL
(S)-3-PYRROLIDINOL 99%
(S)-(-)-3-HYDROXYPYRROLIDINE , EE 99%
(S)-(-)-3-Hydroxypyrrolidine, 99%, ee 99%
(3S)-3-Hydroxypyrrolidine
(3S)-3-Pyrrolidinol
(3S)-Pyrrolidin-1-ium-3-ol
(3S)-Pyrrolidine-3-ol
(3S)-Pyrrolidine-3β-ol
(S)-Pyrrolidine-3-ol
(S)-Pyrrolidine-3β-ol | [EINECS(EC#)]
600-044-6 | [Molecular Formula]
C4H9NO | [MDL Number]
MFCD00192426 | [Molecular Weight]
87.12 | [MOL File]
100243-39-8.mol |
| Chemical Properties | Back Directory | [Appearance]
clear light yellow to yellow liquid after melting | [Melting point ]
15°C | [alpha ]
-6.5 º (c=3.5% in MeOH) | [Boiling point ]
108-110 °C (8 mmHg)
| [density ]
1.078 g/mL at 20 °C(lit.)
| [refractive index ]
n20/D 1.490
| [Fp ]
>110°C | [storage temp. ]
2-8°C
| [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Liquid After Melting | [pka]
14.91±0.20(Predicted) | [color ]
Clear light yellow to yellow | [Specific Gravity]
1.078 | [Optical Rotation]
[α]20/D 6.5±1.5°, c = 3.5% in methanol | [Water Solubility ]
Fully miscible in water. | [Sensitive ]
Air Sensitive & Hygroscopic | [BRN ]
4652606 | [InChI]
1S/C4H9NO/c6-4-1-2-5-3-4/h4-6H,1-3H2/t4-/m0/s1 | [InChIKey]
JHHZLHWJQPUNKB-BYPYZUCNSA-N | [SMILES]
O[C@H]1CCNC1 | [CAS DataBase Reference]
100243-39-8(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P264-P271-P280-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R40:Limited evidence of a carcinogenic effect. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
S36:Wear suitable protective clothing .
S22:Do not breathe dust . | [WGK Germany ]
3
| [F ]
10-34 | [HS Code ]
29339900 | [Storage Class]
10 - Combustible liquids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [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.] | [References]
[1] Bioscience, Biotechnology and Biochemistry, 1995, vol. 59, # 7, p. 1287 - 1290
[2] Patent: US2006/25470, 2006, A1. Location in patent: Page/Page column 18
[3] Journal of Medicinal Chemistry, 1994, vol. 37, # 14, p. 2138 - 2144 |
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