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257354

Sigma-Aldrich

1-Pyrenebutyric acid

97%

Synonym(s):

4-(1-Pyrenyl)butyric acid, PyBA

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About This Item

Empirical Formula (Hill Notation):
C20H16O2
CAS Number:
3443-45-6
Molecular Weight:
288.34
Beilstein/REAXYS Number:
2140554
EC Number:
222-354-7
MDL number:
MFCD00004141
UNSPSC Code:
12352103
PubChem Substance ID:
24855581
NACRES:
NA.23

Quality Level

200

assay

97%

form

powder

mp

184-186 °C (lit.)

fluorescence

λex 341 nm; λem 376 nm in methanol
λex 342 nm; λem 395 nm (Reaction product)

SMILES string

OC(=O)CCCc1ccc2ccc3cccc4ccc1c2c34

InChI

1S/C20H16O2/c21-18(22)6-2-3-13-7-8-16-10-9-14-4-1-5-15-11-12-17(13)20(16)19(14)15/h1,4-5,7-12H,2-3,6H2,(H,21,22)

InChI key

QXYRRCOJHNZVDJ-UHFFFAOYSA-N

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General description

1-Pyrenebutyric acid (PBA) is a conjugated polymer that has a large π system and a carboxylic group. It is majorly used in surface functionalization. It has a high fluorescence efficiency and stability that make it useful in optoelectronic applications.

Application

PBA can be grafted on the surface of graphene and can be used in sensors. It can also be in the fabrication of ultracapacitor electrodes as alternative storage systems. It can also be used in the formation of multi-layered film for photovoltaic applications.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Yuxi Xu et al.
Journal of the American Chemical Society, 130(18), 5856-5857 (2008-04-11)
Flexible graphene films were prepared by the filtration of water-soluble noncovalently functionalized graphene sheets with pyrenebutyrate. The work presented here will not only open a new way for preparing water-soluble graphene dispersions but also provide a general route for fabricating
Toshihide Takeuchi et al.
ACS chemical biology, 1(5), 299-303 (2006-12-14)
Intracellular delivery of bioactive molecules using arginine-rich peptides, including oligoarginine and HIV-1 Tat peptides, is a recently developed technology. Here, we report a dramatic change in the methods of internalization for these peptides brought about by the presence of pyrenebutyrate
Hybrid low resistance ultracapacitor electrodes based on 1-pyrenebutyric acid functionalized centimeter-scale graphene sheets
Wang W, et al.
Journal of Nanoscience and Nanotechnology, 12(9), 6913-6920 (2012)
Marie Horka et al.
Analytical chemistry, 78(24), 8438-8444 (2006-12-15)
The nonionogenic pyrene-based tenside, poly(ethylene glycol) pyrenebutanoate, was prepared and applied in capillary isoelectric focusing with fluorometric detection. This dye was used here as a buffer additive in capillary isoelectric focusing for a dynamic modification of the sample of proteins
Rui Campos et al.
ACS sensors, 4(2), 286-293 (2019-01-24)
In this work, we develop a field-effect transistor with a two-dimensional channel made of a single graphene layer to achieve label-free detection of DNA hybridization down to attomolar concentration, while being able to discriminate a single nucleotide polymorphism (SNP). The
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