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131709

Sigma-Aldrich

Pyrrole

reagent grade, 98%

Synonym(s):

Azole, Divinylenimine, Imidole

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About This Item

Empirical Formula (Hill Notation):
C4H5N
CAS Number:
109-97-7
Molecular Weight:
67.09
Beilstein:
1159
EC Number:
203-724-7
MDL number:
MFCD00005216
UNSPSC Code:
12352100
eCl@ss:
39151603
PubChem Substance ID:
24848030
NACRES:
NA.22

grade

reagent grade

Quality Level

200

vapor density

2.31 (vs air)

Assay

98%

form

liquid

refractive index

n20/D 1.508 (lit.)

bp

131 °C (lit.)

mp

−23 °C (lit.)

density

0.967 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

c1cc[nH]c1

InChI

1S/C4H5N/c1-2-4-5-3-1/h1-5H

InChI key

KAESVJOAVNADME-UHFFFAOYSA-N

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General description

Pyrrole is a heterocyclic aromatic compound that can undergo electrophilic aromatic substitution.

Application

Pyrrole was used in the electropolymerisation of macroporous conducting polymer films. It was also used to study the hydrogen-bond mediated coupling of 1,2,3-triazole to pyrrole.

Signal Word

Danger

Hazard Statements

H226,H301,H318,H332

Hazard Classifications

Acute Tox. 3 Oral - Acute Tox. 4 Inhalation - Eye Dam. 1 - Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

96.8 °F - closed cup

Flash Point(C)

36 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBK3502
STBK3185
STBJ8211
STBJ3323
STBH9544

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Guillaume Lautrette et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 20(6), 1547-1553 (2014-01-10)
Starting from a previously described aromatic oligoamide helically folded capsule that binds tartaric acid with high affinity and diastereoselectivity, we demonstrate the feasibility of the direct in situ modification of the helix backbone, which results in a conformational change that
Jian Wen et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 20(4), 974-978 (2014-01-01)
Hydrogen-bond mediated coupling of 1,2,3-triazoles to indoles and pyrroles results in N2 selective functionalization of the triazole moiety in moderate to excellent yields. The reaction was tolerant of un-, mono- and disubstituted triazoles and was applied to synthesize tryptophan derived
Electrochemical syntheses of highly ordered macroporous conducting polymers grown around self-assembled colloidal templates.
Bartlett PN, et al.
Journal of Materials Chemistry, 11(3), 849-853 (2001)
Woo Young Hong et al.
Biomaterials, 35(36), 9573-9580 (2014-09-07)
Here, we propose an integrated multifunctional system constructed by conductive disulfide-biotin-doped polypyrrole nanowires (SS-biotin-Ppy NWs) for capture, release, and in situ quantification of circulating tumor cells (CTCs). A well-ordered three-dimensional nanowire structure equipped with a monoclonal antibody offers a significant
Xuejiao Song et al.
Small (Weinheim an der Bergstrasse, Germany), 11(32), 3932-3941 (2015-05-01)
Conjugated polymers with strong absorbance in the near-infrared (NIR) region have been widely explored as photothermal therapy agents due to their excellent photostability and high photothermal conversion efficiency. Herein, polypyrrole (PPy) nanoparticles are fabricated by using bovine serum albumin (BSA)
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From Form to Function: Molding Porous Materials in Three Dimensions by Colloidal Crystal Templating

Protocols

GC Analysis of Volatiles in Roasted Coffee Beans on Omegawax® after SPME using a 50/30 µm DVB/Carboxen/PDMS Fiber

-Cymene; 2,5-Dimethylpyrrole; Acetoin, ≥96%, FCC, FG; 2,5-Dimethylpyrazine; 2,6-Dimethylpyrazine; 2-Ethylpyrazine, ≥98%, FG; 2,3-Dimethylpyrazine; 4-Heptanone; 3-Ethylpyridine; 2,3,5-Trimethylpyrazine; Furfural; Pyrrole; Furfuryl acetate; Linalool; Linalyl acetate; 5-Methylfurfural; γ-Butyrolactone; 2-Acetyl-1-methylpyrrole; Furfuryl alcohol; 2-Acetylpyrrole; Pyrrole-2-carboxaldehyde

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