89601-24-1

Basic information

• Product Name: 1-N-OCTADECYLPYRROLE
• Synonyms: 1-N-OCTADECYLPYRROLE;Octadecylpyrrole;1-N-OCTADECYLPYRROLE 95+%;1-Octadecylpyrrole;1-Octadecyl-1H-pyrrole
• CAS NO: 89601-24-1
• Molecular Formula: C22H41N
• Molecular Weight: 319.57
• Product Categories: Functional Materials;Pyrroles (for Conduting Polymer Research);Reagents for Conducting Polymer Research;pyrrole
• Mol File: 89601-24-1.mol

Chemical Properties

• Melting Point: 39 °C
• Boiling Point: 182 °C / 1mmHg
• Flash Point: 191.7°C
• Appearance: /
• Density: 0.86g/cm³
• Vapor Pressure: 4.85E-06mmHg at 25°C
• Refractive Index: 1.483
• PKA: -2.86±0.70(Predicted)
• CAS DataBase Reference: 1-N-OCTADECYLPYRROLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-N-OCTADECYLPYRROLE(89601-24-1)
• EPA Substance Registry System: 1-N-OCTADECYLPYRROLE(89601-24-1)

Safety Data

• Hazardous Substances Data: 89601-24-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Production:
1-N-OCTADECYLPYRROLE is used as a synthetic building block for the development of various pharmaceuticals, leveraging its ability to form stable complexes with metal ions, which can enhance the efficacy and stability of certain drugs.
Used in Organic Chemistry Research:
In the realm of organic chemistry, 1-N-OCTADECYLPYRROLE is utilized as a research compound to explore its potential applications and reactions due to its unique structure and properties.
Used in Chemical and Industrial Applications:
The hydrophobic nature and metal-ion complexing ability of 1-N-OCTADECYLPYRROLE make it a useful component in a variety of chemical and industrial processes, where its properties can be harnessed to improve product performance or process efficiency.
Used in Research and Development for Therapeutic and Biological Activities:
Owing to its potential therapeutic and biological activities, 1-N-OCTADECYLPYRROLE is also employed in research and development initiatives aimed at discovering new treatments and applications in the medical and biological fields.

InChI:InChI=1/C22H41N/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20-23-21-18-19-22-23/h18-19,21-22H,2-17,20H2,1H3

Upstream product

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• 109-97-7 pyrrole 
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Relevant articles and documents

ELECTROCHEMICAL POLYMERIZATION IN LANGMUIR-BLODGETT FILM OF NEW AMPHIPHILIC PYRROLE DERIVATIVES

Electrochemical polymerization in Langmuir-Blodgett multilayers of amphiphilic pyrrole derivatives resulted in anisotropic conducting thin films having alternate conducting and insulating layered structure.

Crystalline structure and phase behavior of N-alkylated polypyrrole comb-like polymers

We report the crystalline structure and phase behavior of a series of comb-like polymers (PPy-Cn), which were prepared via N-alkylation reactions between a pyrrole monomer and n-alkyl bromides (n = 18-26). Analysis by temperature-dependent X-ray diffraction and Fourier transform infrared spectroscopy (FTIR), as well as differential scanning calorimetry reveals that the crystal structure, thermal events and packing mode are affected by PPy backbones, which exhibit stronger rigidity than those of previously reported comb-like polymers. Remarkably, variable-temperature (VT)-FTIR proves the formation of orthorhombic phase at very low temperature, while VT-wide-angle X-ray diffraction only presents the hexagonal phase, illustrating that FTIR is a very sensitive tool for analyzing the micro-packing mode of molecular chains. The enhanced side-chain crystallizable carbon atoms indicate that PPy polymeric backbones play a negative role in the regular packing of nano-crystallites formed by alkyl groups. This journal is the Partner Organisations 2014.

The synthesis and non-linear optical properties of (N-alkylpyrrol-2-yl)squaraine derivatives. Part 1

The synthesis of a soluble poly(pyrrolylsquaraine) was achieved by N-alkylation of the pyrrole nucleus with 1-bromooctadecane and subsequent condensation with squaric acid. Bis(1-octadecylpyrrol-2-yl)-squaraine was also produced and found to exist in a variety of inseparable isomeric forms. When deposited as Langmuir-Blodgett monolayers on hydrophilic substrates, these dyes exhibit second harmonic generation (SHG) with deff = 0.5 ± 0.1 pm V-1 for both. For comparison, bis(3,5-dimethyl-1-octadecylpyrrol-2-yl)squaraine was synthesised and revealed a higher SHG activity of deff = 1.8 ± 0.2 pm V-1. Poly(1-octadecylpyrrolylsquaraine) is the first alternating donor-acceptor polymer to give SHG.

A Novel N-Substituted Pyrrole Based Surface Modification for Biosensing

Immobilization of proteins, mostly antigens, antibodies or enzymes on a solid surface, is one of the most important steps in the development of every biosensor. Different chemical methods as well as site-directed strategies have been developed in order to obtain highest functionality and stability for the sensoric device. In the present work, a novel method for the immobilization of biomolecules on a surface plasmon resonance (SPR) device is described. New N-substituted pyrroles are synthesized and deposited on a gold surface using electrochemical polymerization. To evaluate the established four different surfaces, the binding behavior between a fusion protein consisting of the lectin concanavalin A (ConA) as well as streptavidin (Sav) binding domains and the sugar mannan, which has been chemically coupled to the poly-pyrrole (PPy) surface is investigated. A pyrrole-N-C16/pyrrole co-polymer surface as well as a pyrrol-1-yl hexanoic acid/pyrrole (PHCP) surface give best results.

Synthesis of 1-n-Alkylpyrroles and their Sodium Sulfonates

1-n-Alkylpyrroles containinf 10 to 18 C atoms in the alkyl chain were synthesized by reaction of alkyl bromides with potassium salt of pyrrole.The 1-n-alkylpyrroles served as hydrophobic intermediates for synthesis of sodium salts of 1-n-alkylpyrrole-2-sulfonic acids.The sulfonation was carried out by reaction with sulfur trioxide pyridine complex.The sulfonates reduced surface tension of water giving a break of surface tension isotherms typical for CMC.It was established that pyrrole ring did not enhance hydrophobic properties of the sulfonates expressed by CMC values which were comparable with those of analogous n-alkyl sulfates. Key words: 1-n-alkylpyrroles, alkylpyrrole sulfonates, anionic surfactants