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144037

Sigma-Aldrich

1-Pyrenecarboxaldehyde

99%

Synonym(s):

1-Formylpyrene, 1-Pyrenealdehyde, 1-Pyrenecarbaldehyde, 3-Pyrenylaldehyde

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About This Item

Empirical Formula (Hill Notation):
C17H10O
CAS Number:
3029-19-4
Molecular Weight:
230.26
Beilstein/REAXYS Number:
1874889
EC Number:
221-196-6
MDL number:
MFCD00004139
UNSPSC Code:
12352103
PubChem Substance ID:
24848624
NACRES:
NA.23

Quality Level

100

assay

99%

form

liquid

mp

123-126 °C (lit.)

SMILES string

[H]C(=O)c1ccc2ccc3cccc4ccc1c2c34

InChI

1S/C17H10O/c18-10-14-7-6-13-5-4-11-2-1-3-12-8-9-15(14)17(13)16(11)12/h1-10H

InChI key

RCYFOPUXRMOLQM-UHFFFAOYSA-N

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General description

1-Pyrenecarboxaldehyde (PCA) is a bifunctional molecule with pyrene moiety and one aldehyde group. The pyrene moiety interacts with the side walls of carbon nanotubes(CNT) through π-π stacking which leads to the uniform immobilization of PCA on the CNT surface. Therefore, it is widely used for the surface functionalization of CNTs. It can also be used to fabricate fluorescent chemosensors.

Features and Benefits

Exhibits reversible tuning properties with temperature and the properties depend upon the solvent environment.

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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Certificates of Analysis (COA)

Lot/Batch Number
0000215726
0000240440
0000210332
MKCV2749
MKCN0806

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Fluorescence probes for critical micelle concentration determination.
E D Goddard et al.
Langmuir : the ACS journal of surfaces and colloids, 1(3), 352-355 (1985-05-01)
Fluorimetric determination of glibenclamide in plasma using pyrene-1-aldehyde.
P G Takla et al.
The Analyst, 107(1279), 1246-1254 (1982-10-01)
A fluorescence probe study of gemini surfactants in aqueous solution: a comparison between n-2-n and n-6-n series of the alkanediyl-a, w-bis (dimethyl alkylammonium bromides)
Silveira Junior, P. B., V. A. O. Tiera, and M. J. Tiera
Ecletica Quimica , 32(2), 47-54 (2007)
Ashutosh Ghosh et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 204, 425-431 (2018-07-04)
Edge-oxidized graphene oxide (EOGO) nanosheets are good acceptors of electrons. We have employed a suitably designed pyrene-tailed fluorescent probe to establish that the electron acceptability of EOGO can be tuned by undulation of the GO sheet. Comparison between EOGO and
Tamara Zoltan et al.
Scientia pharmaceutica, 78(4), 767-789 (2010-12-24)
The synthesis of the meso-tetra(pyren-1-yl)porphyrin (1) was successfully accomplished by means of the pyrrole condensation with pyrene-1-carb-aldehyde in acidic media. Its metallization was carried out in an almost quantitative yield to obtain the corresponding complexes of Ni(II) (2), Cu(II) (3)
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