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687545

Sigma-Aldrich

1H-Pyrrole-1-propionic acid

97%

Synonym(s):

1H-Pyrrole-1-propanoic acid, 3-Pyrrolyl-1-yl-propionic acid, N-(2-Carboxyethyl)pyrrole, N-Pyrrolylpropanoic acid

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About This Item

Empirical Formula (Hill Notation):
C7H9NO2
CAS Number:
Molecular Weight:
139.15
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

Assay

97%

form

solid

mp

59-64 °C

SMILES string

OC(=O)CCn1cccc1

InChI

1S/C7H9NO2/c9-7(10)3-6-8-4-1-2-5-8/h1-2,4-5H,3,6H2,(H,9,10)

InChI key

RZJWSGHNRLPGHP-UHFFFAOYSA-N

General description

1H-Pyrrole-1-propionic acid (COOH-Py) is a pyrrole (Py) derivative that acts as a conductive polymer with an acid functional group that gives an anionic character to the polymeric films. It can be prepared by the hydrolysis of 1-(2-cyanoethyl)pyrrole.

Application

COOH-Py forms multi-layered films with gold nanoparticles and nickel oxide, that can be used in biosensor applications. It may also be used in photoacoustic imaging based photothermal therapy. It can also form electropolymerized thin films that find applications as microsensor electrode arrays.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Permselective behaviour at overoxidised poly [1-(2-carboxyethyl) pyrrole] films: dopamine versus ascorbate.
Arrigan DWM.
Analytical Communications, 34(9), 241-244 (1997)
Specific immobilization of electropolymerized polypyrrole thin films onto interdigitated microsensor electrode arrays.
Guiseppi-Elie A, et al.
Langmuir, 11(5), 1768-1776 (1995)
Synthesis and characterization of carboxylic acid-functionalized polypyrrole-silica microparticles.
Maeda S, et al.
Macromolecules, 28(8), 2905-2911 (1995)
PEGylated Polypyrrole Nanoparticles Conjugating Gadolinium Chelates for Dual-Modal MRI/Photoacoustic Imaging Guided Photothermal Therapy of Cancer.
Liang X, et al.
Advances in Functional Materials, 25(9), 1451-1462 (2015)
Carboxylic acid-functionalized conductive polypyrrole as a bioactive platform for cell adhesion.
Lee J, et al.
Biomacromolecules, 7(6), 1692-1695 (2006)

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