P73803

Pyrrolidine

99%

• Synonym(s): Tetrahydropyrrole, Tetramethyleneimine
• Empirical Formula (Hill Notation): C₄H₉N
• CAS Number: 123-75-1
• Molecular Weight: 71.12
• Beilstein: 102395
• EC Number: 204-648-7
• MDL number: MFCD00005249
• UNSPSC Code: 12352100
• PubChem Substance ID: 24898844
• NACRES: NA.22

Properties

• vapor density: 2.45 (vs air)
• Quality Level: 200
• vapor pressure: 128 mmHg ( 39 °C); 49 mmHg ( 20 °C)
• Assay: 99%
• autoignition temp.: 653 °F
• expl. lim.: 10.6 %
• refractive index: n20/D 1.443 (lit.)
• density: 0.852 g/mL at 25 °C (lit.)
• SMILES string: C1CCNC1
• InChI: 1S/C4H9N/c1-2-4-5-3-1/h5H,1-4H2
• InChI key: RWRDLPDLKQPQOW-UHFFFAOYSA-N

Description

General description

Pyrrolidine is a heterocyclic building block used in organic synthesis and a scaffold for biologically active compounds.

Application

Pyrrolidine has been used for the synthesis of N-benzoyl pyrrolidine from benzaldehyde via oxidative amination. It may be used as a catalyst for the synthesis of N-sulfinyl aldimines from carbonyl compounds and sulfonamides.
Pyrrolidine can also be used to synthesize:

• Taddol-pyrrolidine phosphoramidite, a ligand for rhodium-catalyzed [2+2+2] cycloaddition of pentenyl isocyanate and 4- ethynylanisole.
• H,4 PyrrolidineQuin-BAM (′PBAM′), a selective catalyst for the aza-Henry addition of nitroalkanes to aryl aldimines.{88]
• 1,2,3,3a,4,9-Hexahydropyrrolo[2,1-b]quinazoline by reacting with o-aminobenzaldehyde.

Safety Information

• Pictograms: GHS02,GHS05,GHS07
• Signal Word: Danger
• Hazard Statements: H225,H302 + H332,H314
• Precautionary Statements: 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
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 1
• Flash Point(F): 37.4 °F - closed cup
• Flash Point(C): 3 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves