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761885

Sigma-Aldrich

1-(Bromomethyl)pyrene

Sinónimos:

1-Pyrenylmethyl bromide

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About This Item

Fórmula empírica (notación de Hill):
C17H11Br
Número de CAS:
2595-90-6
Peso molecular:
295.17
MDL number:
MFCD00269937
UNSPSC Code:
12352100
PubChem Substance ID:
329766586
NACRES:
NA.22

form

solid

mp

140-145 °C

SMILES string

BrCc1ccc2ccc3cccc4ccc1c2c34

InChI

1S/C17H11Br/c18-10-14-7-6-13-5-4-11-2-1-3-12-8-9-15(14)17(13)16(11)12/h1-9H,10H2

InChI key

UGMXRPVWWWDPFC-UHFFFAOYSA-N

Application

1-(Bromomethyl)pyrene is widely used in the synthesis of fluorophores for the fluorescent sensing of variety of analytes including metal ions like Cd2+, Zn2+ and adenosine triphosphate (ATP) sensing at physiological pH. It is also used in the synthesis of photoinitiators (PIs) for the radical polymerization of acrylates and the cationic polymerization of epoxy-silicone and vinyl ethers.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Eye Dam. 1 - 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

Certificados de análisis (COA)

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A pyrenyl-appended triazole-based calix [4] arene as a fluorescent sensor for Cd2+ and Zn2+.
Park S Y, et al.
The Journal of Organic Chemistry, 73(21), 8212-8218 (2008)
A tong-like fluorescence sensor for metal ions: perfect conformational switch of hinge sugar by pyrene stacking.
Yuasa H, et al.
Organic & Biomolecular Chemistry, 2(24), 3548-3556 (2004)
New insights into radical and cationic polymerizations upon visible light exposure: role of novel photoinitiator systems based on the pyrene chromophore.
Tehfe M A, et al.
Polym. Chem., 4(5), 1625-1634 (2013)
Unique sandwich stacking of pyrene-adenine-pyrene for selective and ratiometric fluorescent sensing of ATP at physiological pH.
Xu Z, et al.
Journal of the American Chemical Society, 131(42), 15528-15533 (2009)
Jing Wang et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 228, 117725-117725 (2019-11-14)
We developed PIM, a pyrene-based fluorescence sensor bearing an imidazole moiety and a carbonyl group as the binding sites for Fe3+ ions. The pyrene-based control compounds 1 and 2 were synthesized to demonstrate the structure-activity relationships. Compound 1, which contained

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