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394238

Sigma-Aldrich

Pyrrolidine

≥99.5%, purified by redistillation

Sinonimo/i:

Tetrahydropyrrole, Tetramethyleneimine

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About This Item

Formula empirica (notazione di Hill):
C4H9N
Numero CAS:
123-75-1
Peso molecolare:
71.12
Beilstein:
102395
Numero CE:
204-648-7
Numero MDL:
MFCD00005249
Codice UNSPSC:
12352100
ID PubChem:
24864581
NACRES:
NA.22

Densità del vapore

2.45 (vs air)

Livello qualitativo

200

Tensione di vapore

128 mmHg ( 39 °C)
49 mmHg ( 20 °C)

Saggio

≥99.5%

Stato

liquid

Temp. autoaccensione

653 °F

Purificato mediante

redistillation

Limite di esplosione

10.6 %

Indice di rifrazione

n20/D 1.443 (lit.)

Solubilità

water: miscible

Densità

0.852 g/mL at 25 °C (lit.)

Stringa SMILE

C1CCNC1

InChI

1S/C4H9N/c1-2-4-5-3-1/h5H,1-4H2
RWRDLPDLKQPQOW-UHFFFAOYSA-N

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Descrizione generale

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.

Applicazioni

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.

Avvertenze

Danger

Indicazioni di pericolo

H225,H302 + H332,H314

Classi di pericolo

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1A

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

37.4 °F - closed cup

Punto d’infiammabilità (°C)

3 °C - closed cup

Dispositivi di protezione individuale

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificati d'analisi (COA)

Lot/Batch Number
SHBN2189
SHBJ3184
SHBF5731V
SHBC1836V
SHBB3338V

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Sigma-Aldrich

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Aniline

P Poupin et al.
Canadian journal of microbiology, 45(3), 209-216 (1999-07-17)
Nine bacterial strains that grew on morpholine and pyrrolidine as sole carbon, nitrogen, and energy sources were isolated from three different environments with no known morpholine contamination. One of these strains could also degrade piperidine. These bacteria were identified as
CO2 capture by pyrrolidine: Reaction mechanism and mass transfer.
Garcia-Abuin, A, et al.
AIChE Journal, 60(3), 1098-1106 (2014)
Azetidine, pyrrolidine and hexamethyleneimine at 170 K.
Bond AD, et al.
Acta Crystallographica Section C, Crystal Structure Communications, 64(10), o543-o546 (2008)
Reactions of cyclic aliphatic and aromatic amines on Ge (100)-2? 1 and Si (100)-2? 1.
Wang GT, et al.
The Journal of Physical Chemistry B, 107(21), 4982-4996 (2003)
Ryozo Shibuya et al.
Angewandte Chemie (International ed. in English), 53(17), 4377-4381 (2014-03-08)
A dual platinum- and pyrrolidine-catalyzed direct allylic alkylation of allylic alcohols with various active methylene compounds to produce products with high monoallylation selectivity was developed. The use of pyrrolidine and acetic acid was essential, not only for preventing undesirable side
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