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Sigma-Aldrich

1-Pyreneacetic acid

97%

Synonym(s):

(1-Pyrenyl)acetic acid

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About This Item

Empirical Formula (Hill Notation):
C18H12O2
CAS Number:
64709-55-3
Molecular Weight:
260.29
MDL number:
MFCD00192422
UNSPSC Code:
12352100
PubChem Substance ID:
24864431
NACRES:
NA.22

Assay

97%

form

solid

mp

210-212 °C (dec.) (lit.)

SMILES string

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)

InChI key

SDJCLYBBPUHKCD-UHFFFAOYSA-N

General description

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).

Application

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Kadish KM, et al.
Handbook of Porphyrin Science: With Applications to Chemistry, Physics, Materials Science, Engineering, Biology and Medicine, Volumes 1-5, 1-5, 107-107 (2010)
Mitchell B Lerner et al.
Journal of the American Chemical Society, 134(35), 14318-14321 (2012-08-17)
Despite the great promise of carbon nanotube field-effect transistors (CNT FETs) for applications in chemical and biochemical detection, a quantitative understanding of sensor responses is lacking. To explore the role of electrostatics in sensor transduction, experiments were conducted with a
Rappoport Z and Marek I.
The Chemistry of Organomagnesium Compounds, 288-288 (2008)
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
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
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