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761885

Sigma-Aldrich

1-(Bromomethyl)pyrene

Synonym(s):

1-Pyrenylmethyl bromide

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About This Item

Empirical Formula (Hill Notation):
C17H11Br
CAS Number:
2595-90-6
Molecular Weight:
295.17
MDL number:
MFCD00269937
UNSPSC Code:
12352100
PubChem Substance ID:
329766586
NACRES:
NA.22

form

solid

Quality Level

100

mp

140-145 °C

functional group

bromo

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

Signal Word

Danger

Hazard Statements

H315,H318,H335

Hazard Classifications

Eye Dam. 1 - 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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

761885-1G:
761885-VAR:
761885-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCN2602
MKCL2098
MKCJ3710
MKCG1379
MKCD2918

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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)
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)
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)

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