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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:
2140554
EC Number:
222-354-7
MDL number:
MFCD00004141
UNSPSC Code:
12352103
PubChem Substance ID:
24855581
NACRES:
NA.23

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

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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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
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
Wei Song et al.
Biosensors & bioelectronics, 26(7), 3181-3186 (2011-01-25)
A highly efficient enzyme-based screen printed electrode (SPE) was obtained by using covalent attachment between 1-pyrenebutanoic acid, succinimidyl ester (PASE) adsorbing on the graphene oxide (GO) sheets and amines of tyrosinase-protected gold nanoparticles (Tyr-Au). Herein, the bi-functional molecule PASE was
On monolayer formation of pyrenebutyric acid on graphene
Hinnemo M, et al.
Langmuir, 33(15), 3588-3593 (2017)
Ming-Yuan Wei et al.
Biosensors & bioelectronics, 24(9), 2909-2914 (2009-03-27)
A redox-labeled direct competitive electrochemical immunoassay for polycyclic aromatic hydrocarbons (PAHs) was developed. A ruthenium tris(bipyridine)-pyrenebutyric acid conjugate was synthesized as the redox-labeled tracer. Its recognition by an anti-PAH monoclonal antibody was confirmed by surface plasmon resonance. In the immunoassay
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