Basic information
- CAS
100243-39-8- Standard SMILES
O[C@H]1CCNC1- InChIKey
JHHZLHWJQPUNKB-BYPYZUCNSA-N- Molecular formula
- C4H9NO
- Average molar mass
- 87.12 g/mol
- Monoisotopic mass
- 87.06841391
Names & identifiers
- Preferred name
- (3S)-pyrrolidin-3-ol
- IUPAC
- (3S)-pyrrolidin-3-ol
- English name
- (S)-3-Hydroxypyrrolidine
- Molecular formula
- C4H9NO
- Molecular weight
- 87.12
Names & synonyms
(3S)-pyrrolidin-3-ol(+)-3-pyrrolidinolRefChem:401481600-044-6100243-39-8(S)-3-Hydroxypyrrolidine(S)-Pyrrolidin-3-ol(S)-3-Pyrrolidinol3-Pyrrolidinol, (3S)-(S)-(-)-3-Pyrrolidinol(3S)-3-PYRROLIDINOLMFCD00192426
Show more names
3-(S)-HydroxypyrrolidineS-HP(S)-3-PyrroL3-PYRROLIDINOL, (S)
(S)-(+)-3-pyrrolidinol(3S)-3-HYDROXYPYRROLIDINEPP22TE6CNU(S)-3-Hydroxypyrrolidine (>90%)(S)-(-)-3-HYDROXYPYRROLIDINE(S)-pyrrolidine-3-ol(S)-3-hydroxy-pyrrolidinepyrrolidin-3(S)-ol
Database identifiers
- CAS
100243-39-8- PubChem CID
- 2733874
- UNII
- PP22TE6CNU
- EC Number
- 600-044-6
- Nikkaji
- J257.528K
Properties
Computed structural properties
- XLogP
- -0.7
- Topological polar surface area
- 32.3 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 6
- Formal charge
- 0
- Complexity
- 46
Physicochemical properties
- Melting point
- 15 °C · 15°C
- Boiling point
- 108 · 108-110 °C (8 mmHg)
- alpha
- -6.5 · -6.5 º (c=3.5% in MeOH)
- Density
- 1.078 g/mL · 1.078 g/mL at 20 °C (lit.)
- refractive index
- 20 · n20/D 1.490
- Flash point
- 110 °C · >110°C
- storage temp.
- 2 · 2-8°C
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- pka
- 14.91 · 14.91±0.20(Predicted)
- form
- Liquid After Melting
- Specific Gravity
- 1.078 · 1.078
- color
- Clear light yellow to yellow
- optical activity
- 20 · [α]20/D 6.5±1.5°, c = 3.5% in methanol
- Water Solubility
- Fully miscible in water.
- Sensitive
- Air Sensitive & Hygroscopic
- BRN
- 4652606 · 4652606
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (88.9%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract 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 9 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；STOT SE 3 (88.9%)
Safety data
- F
- 10-34
- PPE
- Eyeshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 3
- hs_code
- 29339900
- risk_code
- 36/37/38-40
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi,Xn
- safety_code
- 26-37/39-36-22
Chemistry & industry
Applications
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.
Uses(S)-(-)-3-Hydroxypyrrolidine is an important raw material and intermediate used in organic synthesis, pharmaceuticals agrochemicals and dyestuff fields.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
188 records
Compound notes
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