(2R)-pyrrolidin-2-ylmethanol

• ChemBase ID: 18893
• Molecular Formular: C5H11NO
• Molecular Mass: 101.14694
• Monoisotopic Mass: 101.08406398
• SMILES: N1[C@@H](CO)CCC1
• Canonical SMILES: OC[C@H]1CCCN1
• InChI: InChI=1S/C5H11NO/c7-4-5-2-1-3-6-5/h5-7H,1-4H2/t5-/m1/s1
• InChIKey: HVVNJUAVDAZWCB-RXMQYKEDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-pyrrolidin-2-ylmethanol
• IUPAC Traditional name: (2R)-pyrrolidin-2-ylmethanol
• Synonyms: (R)-(-)-2-(Hydroxymethyl)pyrrolidine; D-Prolinol; (R)-(-)-2-Pyrrolidinemethanol; D-(-)-Prolinol; (2R)-(Pyrrolidin-2-yl)methanol; (2R)-(-)-2-(Hydroxymethyl)pyrrolidine 95%; (2R)-pyrrolidin-2-ylmethanol; D-Prolinol; H-D-Pro-ol; (R)-(-)-Prolinol; (R)-1-Pyrrolidin-2-yl-methanol; (R)-(-)-2-Pyrrolidinemethanol; D-Prolinol; (R)-(-)-2-(羟甲基)吡咯烷; D-脯氨醇; (R)-(-)-2-吡咯烷甲醇; (R)-(-)-脯氨醇; (R)-(-)-2-吡咯烷甲醇; D-脯氨醇

Database IDs

• CAS Number: 68832-13-3
• MDL Number: MFCD00064321
• Beilstein Number: 1523669
• PubChem SID: 24856990; 24887894; 160982200
• PubChem CID: 2724541

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

• Melting Point: 160 - 163°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.); 1.036 g/mL at 20 °C(lit.)
• Refractive Index: 1.4849; n20/D 1.4849(lit.); n20/D 1.485
• Optical Rotation: [α]20/D -31±2°, c = 1% in toluene; [α]20/D -31°, c = 1 in toluene; -31 (c=1 in toluene)
• Hydrophobicity(logP): -0.308

Safety Information

• Storage Warning: Air Sensitive & Hygroscopic; IRRITANT; Irritant/Air Sensitive/Hygroscopic/Store under Argon
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38; 36/38
• Safety Statements: 26-36; 26-37
• 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
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (sum of enantiomers, GC); 95%; 98%; 98+%; 99%
• Grade: purum
• Empirical Formula (Hill Notation): C5H11NO

DETAILS

Sigma Aldrich - 281697

Application
Versatile reagent for asymmetric synthesis.1,2
Packaging
1, 5 g in glass bottle
250 mg in glass bottle