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P73803 Sigma-Aldrich

Pyrrolidine

99%

Synonym: Tetrahydropyrrole, Tetramethyleneimine

  • CAS Number 123-75-1

  • Empirical Formula (Hill Notation) C4H9N

  • Molecular Weight 71.12

  •  Beilstein/REAXYS Number 102395

  •  EC Number 204-648-7

  •  MDL number MFCD00005249

  •  PubChem Substance ID 24898844

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Properties

Related Categories Building Blocks, C4 to C8, Chemical Synthesis, Heterocyclic Building Blocks, Pyrrolidines More...
Quality Level   200
vapor density   2.45 (vs air)
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.)
bp   87-88 °C/760 mmHg (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

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.

Packaging

5, 100, 500 mL in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
RIDADR 
UN 1922 8(3) / PGII
WGK Germany 
WGK 2
RTECS 
UX9650000
Flash Point(F) 
37.4 °F - closed cup
Flash Point(C) 
3 °C - closed cup

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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