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394238

Sigma-Aldrich

Pyrrolidine

≥99.5%, purified by redistillation

Synonym(s):
Tetrahydropyrrole, Tetramethyleneimine
Empirical Formula (Hill Notation):
C4H9N
CAS Number:
Molecular Weight:
71.12
Beilstein:
102395
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

vapor density

2.45 (vs air)

Quality Level

vapor pressure

128 mmHg ( 39 °C)
49 mmHg ( 20 °C)

assay

≥99.5%

form

liquid

autoignition temp.

653 °F

purified by

redistillation

expl. lim.

10.6 %

refractive index

n20/D 1.443 (lit.)

solubility

water: miscible

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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General description

Pyrrolidine is a five membered cyclic amine. It is a nitrogen heterocycle that forms the nucleus of various bioactive molecules. It can be synthesized by reacting 1,4-diaminobutanes with acids. It behaves as a strong base in employed in certain homogeneous nonaqueous reactions. Its crystalline structure has been investigated. Its reaction on the Ge(100)-2×1 surface and Si(100)-2×1 surface has been investigated. Pyrrolidine has been found to be one of the component of volatile amine fraction in the brewing process. A study on the kinetics of pyrrolidinolysis of phthalimide (PTH) shows second- and third-order terms in the rate law. Biodegradation of pyrrolidine by Mycobacterium strains has been studied.

Application

Pyrrolidine may be used in the following studies:
  • Synthesis of pyrrolidine derivatives of pyrimidine.
  • As a catalyst in the selective monoallylation of allylic alcohols.
  • To capture carbondioxide in a bubble column reactor using pyrrolidine aqueous solutions by gas–liquid absorption.

Packaging

100 mL in Sure/Seal™
1 L in Sure/Seal™

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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