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Merck
CN

83241

Sigma-Aldrich

Pyrrolidine

puriss. plus, ≥99.5% (GC)

Synonym(s):

Tetrahydropyrrole, Tetramethyleneimine

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About This Item

Empirical Formula (Hill Notation):
C4H9N
CAS Number:
123-75-1
Molecular Weight:
71.12
Beilstein:
102395
EC Number:
204-648-7
MDL number:
MFCD00005249
UNSPSC Code:
12352100

Key Documents

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vapor density

2.45 (vs air)

vapor pressure

128 mmHg ( 39 °C)
49 mmHg ( 20 °C)

grade

puriss. plus

Assay

≥99.5% (GC)

autoignition temp.

653 °F

expl. lim.

10.6 %

impurities

≤0.5% water

refractive index

n20/D 1.443 (lit.)
n20/D 1.443

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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Signal Word

Danger

Hazard Statements

H225,H302 + H332,H314

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

Regulatory Information

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Pieter Van der Veken et al.
Journal of medicinal chemistry, 55(22), 9856-9867 (2012-11-06)
We have investigated the effect of regiospecifically introducing substituents in the P2 part of the typical dipeptide derived basic structure of PREP inhibitors. This hitherto unexplored modification type can be used to improve target affinity, selectivity, and physicochemical parameters in
Adele Faulkner et al.
Chemical communications (Cambridge, England), 49(15), 1521-1523 (2013-01-17)
We report efficient Pd-catalyzed cyclizations of oxime esters with 1,1-disubstituted alkenes as the basis of a general entry to α,α-disubstituted pyrrolidine derivatives. We also demonstrate that catalytic asymmetric variants of this chemistry are feasible by employing a suitable chiral ligand.
Joseph T Paletta et al.
Organic letters, 14(20), 5322-5325 (2012-10-12)
A series of sterically shielded pyrrolidine nitroxides were synthesized, and their reduction by ascorbate (vitamin C) indicate that nitroxide 3, a tetraethyl derivative of 3-carboxy-PROXYL, is reduced at the slowest rate among known nitroxides, i.e., at a 60-fold slower rate
Michael S Poslusney et al.
Bioorganic & medicinal chemistry letters, 23(6), 1860-1864 (2013-02-19)
This Letter describes the further optimization of an MLPCN probe molecule (ML137) through the introduction of 5- and 6-membered spirocycles in place of the isatin ketone. Interestingly divergent structure-activity relationships, when compared to earlier M1 PAMs, are presented. These novel
Boyu Zhang et al.
Angewandte Chemie (International ed. in English), 51(52), 13159-13162 (2012-11-20)
Drop it! A highly enantioselective catalytic cascade reaction of α-ketoacids and aldehydes is achieved using the title catalyst and water as the solvent. Fluorescence imaging shows that the catalyst is mainly distributed on the surface of emulsion droplets. Optically active
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