392189
1-Pyreneacetic acid
97%
Synonym(s):
(1-Pyrenyl)acetic acid
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About This Item
Empirical Formula (Hill Notation):
C18H12O2
CAS Number:
Molecular Weight:
260.29
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
97%
Form:
solid
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)
SMILES string
OC(=O)Cc1ccc2ccc3cccc4ccc1c2c34
InChI key
SDJCLYBBPUHKCD-UHFFFAOYSA-N
assay
97%
form
solid
mp
210-212 °C (dec.) (lit.)
functional group
carboxylic acid
Quality Level
Related Categories
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
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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)
Rappoport Z and Marek I.
The Chemistry of Organomagnesium Compounds, 288-288 (2008)
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
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
Sawhorse-type diruthenium tetracarbonyl complexes derived from pyrenyl-carboxylic acids.
Johnpeter JP and Therrien B.
Inorgorganica Chimica Acta, 405, 437-443 (2013)
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