83240

Pyrrolidine

≥99.0%

• Synonym(s): Tetrahydropyrrole, Tetramethyleneimine
• Empirical Formula (Hill Notation): C₄H₉N
• CAS Number: 123-75-1
• Molecular Weight: 71.12
• Beilstein/REAXYS Number: 102395
• EC Number: 204-648-7
• MDL number: MFCD00005249
• UNSPSC Code: 12352100
• PubChem Substance ID: 329769283
• NACRES: NA.22

Properties

• vapor density: 2.45 (vs air)
• Quality Level: 100
• vapor pressure: 128 mmHg ( 39 °C); 49 mmHg ( 20 °C)
• assay: ≥99.0% (GC); ≥99.0%
• form: liquid
• autoignition temp.: 653 °F
• expl. lim.: 10.6 %
• impurities: ≤0.5% water
• refractive index: n20/D 1.443 (lit.); n20/D 1.443
• density: 0.852 g/mL at 25 °C (lit.)
• cation traces: Al: ≤0.5 mg/kg; Ba: ≤0.1 mg/kg; Bi: ≤0.1 mg/kg; Ca: ≤0.5 mg/kg; Cd: ≤0.05 mg/kg; Co: ≤0.02 mg/kg; Cr: ≤0.02 mg/kg; Cu: ≤0.02 mg/kg; Fe: ≤0.4 mg/kg; K: ≤0.5 mg/kg; Li: ≤0.1 mg/kg; Mg: ≤0.1 mg/kg; Mn: ≤0.02 mg/kg; Mo: ≤0.1 mg/kg; Na: ≤0.5 mg/kg; Ni: ≤0.02 mg/kg; Pb: ≤0.1 mg/kg; Sr: ≤0.1 mg/kg; Zn: ≤0.1 mg/kg
• SMILES string: C1CCNC1
• InChI: 1S/C4H9N/c1-2-4-5-3-1/h5H,1-4H2
• InChI key: RWRDLPDLKQPQOW-UHFFFAOYSA-N

Description

Application

Pyrrolidine can be used as:

• A base for the chemoselective reduction of ketones to alcohol in the presence of decaborane and cerium(III) chloride heptahydrate in methanol.
• A reactant with benzaldehyde and β-naphthol for the synthesis of betti base using non-ionic surfactant (Triton X-100) as a catalyst.
• A catalyst in the synthesis of aldimines from aldehydes and primary amines.
• A modifier for aluminum hydride reagent, which is used as a selective reducing agent to transform N-benzyl-4-ethoxycarbonylpiperidine into N-benzyl-4-formylpiperidine.
• As a solvent/base in palladium-catalyzed Sonagashira coupling reactions.

Safety Information

• pictograms: GHS02,GHS05,GHS07
• signalword: Danger
• hcodes: H225,H302 + H332,H314
• pcodes: P210 - P280 - P301 + P312 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1A
• wgk_germany: WGK 1
• flash_point_f: closed cup
• flash_point_c: closed cup
• ppe: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter