(2S)-pyrrolidin-2-ylmethanol

• ChemBase ID: 63852
• Molecular Formular: C5H11NO
• Molecular Mass: 101.14694
• Monoisotopic Mass: 101.08406398
• SMILES: [C@H]1(CCCN1)CO
• Canonical SMILES: OC[C@@H]1CCCN1
• InChI: InChI=1S/C5H11NO/c7-4-5-2-1-3-6-5/h5-7H,1-4H2/t5-/m0/s1
• InChIKey: HVVNJUAVDAZWCB-YFKPBYRVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-pyrrolidin-2-ylmethanol
• IUPAC Traditional name: (2S)-pyrrolidin-2-ylmethanol
• Synonyms: H-Pro-ol; (S)-(+)-2-Pyrrolidinemethanol; (S)-(+)-Prolinol; (S)-Pyrrolidin-2-ylmethanol; L-Prolinol; (S)-(+)-2-(Hydroxymethyl)pyrrolidine 99%; (S)-(+)-2-(Hydroxymethyl)pyrrolidine; (S)-(+)-2-Pyrrolidinemethanol; L-2-Pyrrolidinemethanol; L-PROLINOL; (2S)-pyrrolidin-2-ylmethanol; (2S)-2-Pyrrolidinemethanol; (+)-2-Pyrrolidinemethanol; (2S)-2-(Hydroxymethyl)pyrrolidine; L-(+)-2-Pyrrolidinylmethanol; L-(+)-Prolinol; L-2-(Hydroxymethyl)pyrrolidine; [(2S)-Pyrrolidin-2-yl]methanol; [(S)-Pyrrolidin-2-yl]methanol; (S)-(+)-Prolinol, 95%; (S)-(+)-脯氨醇; (S)-(+)-2-(羟甲基)吡咯烷; L-脯氨醇; (S)-(+)-2-吡咯烷甲醇

Database IDs

• CAS Number: 23356-96-9; 79802-20-3
• EC Number: 245-605-2
• MDL Number: MFCD00005255
• Beilstein Number: 79843
• PubChem SID: 24851225; 162029591
• PubChem CID: 640091

CALCULATED PROPERTIES

• Acid pKa: 15.121073
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -3.6555982
• LogD (pH = 7.4): -3.4277017
• Log P: -0.41741595
• Molar Refractivity: 28.1969 cm^3
• Polarizability: 11.356206 Å^3
• Polar Surface Area: 32.26 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Yellow Liquid
• Melting Point: 42-44°C
• Boiling Point: 74-76 °C/2 mmHg(lit.); 74-76°C/2mm; 74-76°C/2mm
• Flash Point: 186.8 °F; 86 °C; 86°C; 86°C(186°F)
• Density: 1.025; 1.025 g/mL at 25 °C(lit.); 1.03 g/ml
• Refractive Index: 1.4853; n20/D 1.4853(lit.)
• Optical Rotation: [α]20/D +31°, c = 1 in toluene; +31 (c=1 in toluene)
• Hydrophobicity(logP): -0.308

Safety Information

• Storage Condition: 2-8°C
• Storage Warning: Air Sensitive & Hygroscopic; IRRITANT; Irritant/Air Sensitive
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38; 36/38; R:36/37/38
• Safety Statements: 26-36; 26-37; S:20-25-26-37/39
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H227; H315-H319-H335
• GHS Precautionary statements: P210-P305+P351+P338-P302+P352-P321-P403+P235-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: >95%; 95%; 97%; 98%
• Empirical Formula (Hill Notation): C5H11NO

DETAILS

MP Biomedicals - 02156382

1 ml = approx. 1.03 g

Sigma Aldrich - 186511

Packaging
1, 5 g in glass bottle
25 g in poly bottle

Toronto Research Chemicals - P756000

rac-Prolinol is an intermediate in the synthesis of Physostigmine and Physostigmine derivative used for treatment of Alzheimer's disease.

REFERENCES

• Pei-Pei, K., et al.: J. Med. Chem., 42, 4705 (1999)
• Siucak, J., et al.: Neuropharmacol., 51, 386 (1999)