394238
Pyrrolidine
≥99.5%, purified by redistillation
Synonym(s):
Tetrahydropyrrole, Tetramethyleneimine
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About This Item
Empirical Formula (Hill Notation):
C4H9N
CAS Number:
Molecular Weight:
71.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
204-648-7
Beilstein/REAXYS Number:
102395
MDL number:
Assay:
≥99.5%
Form:
liquid
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
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.
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Danger
hcodes
Hazard Classifications
Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1A
Storage Class
3 - Flammable liquids
wgk
WGK 1
flash_point_f
37.4 °F - closed cup
flash_point_c
3 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
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Kinetic studies of the reactions of phthalimide with ammonia and pyrrolidine.
Khan MN and Ohayagha JE.
Journal of Physical Organic Chemistry, 7(9), 518-524 (1994)
Volatile amines in the brewing process. The identification and occurrence of pyrrolidine.
Slaughter JC.
Journal of the Institute of Brewing, 76(1), 22-25 (1970)
Five-Membered Nitrogen Heterocyclic Compounds.
Hamazah AS, et al.
Journal of Chemistry, 2013 null