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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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)
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
Pyrimidinone conjugates for the assignment of the absolute configuration of α-chiral carboxylic acids by 1H-NMR.
Murray RS, et al.
ARKIVOC (Gainesville, FL, United States), 11, 58-73 (2001)
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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