761885
1-(Bromomethyl)pyrene
Synonym(s):
1-Pyrenylmethyl bromide
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About This Item
Empirical Formula (Hill Notation):
C17H11Br
CAS Number:
Molecular Weight:
295.17
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
form
solid
Quality Level
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
Related Categories
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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
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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)
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)
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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