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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

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

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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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)
Jugun Prakash Chinta et al.
Langmuir : the ACS journal of surfaces and colloids, 33(22), 5519-5526 (2017-05-13)
Carbon nanotubes (CNTs) and semiconductor nanocrystals (SCNCs) are known to be interesting donor-acceptor partners due to their unique optical and electronic properties. These exciting features have led to the development of novel composites based on these two nanomaterials and to
Aqueous Dispersion and Temperature Induced Reversible Fluorescence Properties of 1-Pyrenecarboxaldehyde
Ashaduzzaman, Md, and Masashi Kunitake
International Letters of Chemistry, Physics and Astronomy, 1, 55-62 (2013)
Yunyan Gao et al.
Talanta, 178, 663-669 (2017-11-16)
This work reports a facile strategy for the synthesis of water-soluble fluorescent probes Pyr1 and Pyr2, which have carboxyl and hydroxyl group in the side chain of thioacetal moiety, respectively. Pyr1-2 exhibit exclusively selective turn-on fluorescence response towards Hg
Synthesis and characterization of surface-grafted, hyperbranched polymer films containing fluorescent, hydrophobic, ion-binding, biocompatible, and electroactive groups
Bruening, Merlin L., et al.
Langmuir, 13(4), 770-778 (1997)
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