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Merck

392189

Sigma-Aldrich

1-Pyreneacetic acid

97%

Sinónimos:

(1-Pyrenyl)acetic acid

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About This Item

Fórmula empírica (notación de Hill):
C18H12O2
Número de CAS:
Peso molecular:
260.29
Número MDL:
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
NACRES:
NA.22

Nivel de calidad

Ensayo

97%

Formulario

solid

mp

210-212 °C (dec.) (lit.)

grupo funcional

carboxylic acid

cadena SMILES

OC(=O)Cc1ccc2ccc3cccc4ccc1c2c34

InChI

1S/C18H12O2/c19-16(20)10-14-7-6-13-5-4-11-2-1-3-12-8-9-15(14)18(13)17(11)12/h1-9H,10H2,(H,19,20)

Clave InChI

SDJCLYBBPUHKCD-UHFFFAOYSA-N

Descripción general

1-Pyreneacetic acid is a negatively charged pyrene derivative. It has been proposed as titrating reagent for the standardization titration of Grignard reagents and n-butyl lithium (n-BuLi).

Aplicación

1-Pyreneacetic acid is suitable for use in the following studies:
  • Synthesis of N-(2-(methylthio)ethyl)-2-(pyren-1-yl)acetamide, a pyrene amide based Pd2+ probe.
  • Synthesis of pyrene-modified β-cyclodextrin.
  • To functionalize single walled carbon nanotube field effect transistors (CNT FETs).
  • As an agent for characterizing grafting degrees and reactivity of the ester functionalized polypropylenes.
  • Synthesis sawhorse-type diruthenium tetracarbonyl complexes.
  • Synthesis of (±)-2-(1-pyrenyl)propionic acid, a chiral carboxylic acid.
  • Reversible noncovalent functionalization of single walled carbon nanotubes (SWNTs).
  • Preparation of peptide nucleic acid (PNA) probes.
  • As an internal reference compound in the assessment of solid phase reaction by HPLC-UV.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)


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Sawhorse-type diruthenium tetracarbonyl complexes derived from pyrenyl-carboxylic acids.
Johnpeter JP and Therrien B.
Inorgorganica Chimica Acta, 405, 437-443 (2013)
Ali Khalil et al.
Polymers, 12(8) (2020-08-06)
Hydrophobic and amphiphilic derivatives of the biocompatible and biodegradable poly(dimethylmalic acid) (PdiMeMLA), varying by the nature of the lateral chains and the length of each block, respectively, have been synthesized by anionic ring-opening polymerization (aROP) of the corresponding monomers using
Fushen Lu et al.
Langmuir : the ACS journal of surfaces and colloids, 26(10), 7561-7564 (2010-01-06)
An effective purification method for single-walled carbon nanotubes (SWNTs) based on a combination of oxidative acid treatment and reversible noncovalent functionalization with 1-pyreneacetic acid is reported. The functionalization was selective toward the nanotubes, allowing a nearly complete removal of residual
Jan Spengler et al.
ACS combinatorial science, 15(5), 229-234 (2013-03-26)
Here we evaluated the use of internal reference compounds for the rapid assessment of reactions performed in solid-phase. An internal reference compound (commercially available) was bound to the resin, together with the substrate, and cleaved with the products after completion
Gabriela Ramos Chagas et al.
Chemphyschem : a European journal of chemical physics and physical chemistry, 18(23), 3429-3436 (2017-09-01)
A smart stimuli-responsive surface was fabricated by the electro-copolymerization of pyrene monomers followed by base and acid treatment. Copolymers of pyrenes bearing fluorinated chains (Py-nF

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