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P73803

Sigma-Aldrich

Pyrrolidine

99%

Synonym(s):
Tetrahydropyrrole, Tetramethyleneimine
Empirical Formula (Hill Notation):
C4H9N
CAS Number:
Molecular Weight:
71.12
Beilstein:
102395
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

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

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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

Signal Word

Danger

Hazard Statements

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

Certificate of Analysis

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Certificate of Origin

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