4-(pyrrolidin-1-yl)pyridine

• ChemBase ID: 69398
• Molecular Formular: C9H12N2
• Molecular Mass: 148.20498
• Monoisotopic Mass: 148.10004839
• SMILES: c1cc(ccn1)N1CCCC1
• Canonical SMILES: C1CCN(C1)c1ccncc1
• InChI: InChI=1S/C9H12N2/c1-2-8-11(7-1)9-3-5-10-6-4-9/h3-6H,1-2,7-8H2
• InChIKey: RGUKYNXWOWSRET-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(pyrrolidin-1-yl)pyridine
• IUPAC Traditional name: 4-(pyrrolidin-1-yl)pyridine
• Synonyms: 4-Pyrrolidinopyridine; 4-Pyrrolidinopyridine; 1-(Pyridin-4-yl)pyrrolidine; 4-(Pyrrolidin-1-yl)pyridine; 1-(4-Pyridyl)pyrrolidine; 4-(1-Pyrrolidino)pyridine; 4-(1-Pyrrolidinyl)pyridine; 4-吡咯烷基吡啶; 4-1-吡咯烷吡啶

Database IDs

• CAS Number: 2456-81-7
• EC Number: 219-534-2
• MDL Number: MFCD00006415
• Beilstein Number: 472443
• PubChem SID: 24852778; 162035124; 24888111
• PubChem CID: 75567

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.28636187
• LogD (pH = 7.4): 0.42847383
• Log P: 1.2694147
• Molar Refractivity: 45.8707 cm^3
• Polarizability: 17.205856 Å^3
• Polar Surface Area: 16.13 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: methanol: soluble0.1 g/mL, clear
• Melting Point: 54-58 °C(lit.); 54-58°C; 54-58°C; 55-59 °C
• Boiling Point: 171-173°C/21mm
• Flash Point: 112 °C; 112°C; 142°C(287°F); 233.6 °F

Safety Information

• Storage Warning: IRRITANT; Toxic/Corrosive/Light Sensitive/Air Sensitive/Store under Argon
• European Hazard Symbols: Toxic (T)
• UN Number: 2923; UN2923
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 3; II
• Risk Statements: 25-34
• Safety Statements: 26-36/37/39-45
• TSCA Listed: false; 否
• GHS Pictograms: GHS05; GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H300-H314-H318; H301-H314
• GHS Precautionary statements: P260-P301+P310-P303+P361+P353-P305+P351+P338-P405-P501A; P280-P301 + P310-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 2923 8/PG 3

Product Information

• Purity: ≥98.0% (NT); 95+%; 98%
• Grade: purum
• Empirical Formula (Hill Notation): C9H12N2

DETAILS

Sigma Aldrich - 213373

Packaging
1, 5, 25 g in glass bottle
Application
Catalyst employed in polymerization reactions.1,2 Ligand in metal complexes.3

Sigma Aldrich - 83275

Other Notes
Hypernucleophilic acylation catalyst. Reviews1,2,3

REFERENCES

• Powerful acylation catalyst: Synthesis, 619 (1972); Tetrahedron, 34, 2069 (1978).
• Compare 4-(Dimethylamino)pyridine, A13016. For reviews of acylation under hypernucleophilic catalysis, see: Angew. Chem. Int. Ed., 17, 569 (1978); Chem. Soc. Rev., 12, 129 (1983).