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Related Concept Videos

The Phosphorus Cycle01:21

The Phosphorus Cycle

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Unlike carbon, water, and nitrogen, phosphorus is not present in the atmosphere as a gas. Instead, most phosphorus in the ecosystem exists as compounds, such as phosphate ions (PO43-), found in soil, water, sediment and rocks. Phosphorus is often a limiting nutrient (i.e., in short supply). Consequently, phosphorus is added to most agricultural fertilizers, which can cause environmental problems related to runoff in aquatic ecosystems.
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Five-Membered Heterocyclic Aromatic Compounds: Overview01:13

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Heterocyclic aromatic compounds are cyclic compounds that are aromatic and have one or more heteroatoms—atoms other than carbon, in the ring. Depending upon the number of atoms present in the ring, they can be either five or six-membered. Examples of five-membered heterocyclic aromatic compounds include pyrrole, furan, thiophene, and imidazole. Pyrrole consists of one nitrogen atom having one lone pair of electrons. Furan and thiophene have one oxygen and one sulfur heteroatom,...
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Phosphoinositides and PIPs01:42

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Phosphoinositides are a group of phospholipids containing a glycerol backbone with two fatty acid chains and a phosphate attached to a myoinositol sugar ring. The inositol head group extends into the cytoplasm, where it is modified by adding phosphate groups to form phosphatidylinositol phosphates or PIPs.
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Gas Chromatography: Types of Detectors-II01:19

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In gas chromatography, different detectors are employed to meet specific analytical needs. These detectors are often categorized based on their detection mechanisms and the types of compounds they are best suited to analyze. Thermal Conductivity Detectors (TCD), Flame Ionization Detectors (FID), and Electron Capture Detectors (ECD) represent common categories, each with unique operating principles and applications. However, beyond these, several other detectors are designed for more specialized...
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Aromatic Hydrocarbon Cations: Structural Overview01:18

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Cycloheptatriene is a neutral monocyclic unsaturated hydrocarbon that consists of an odd number of carbon atoms and an intervening sp3 carbon in the ring. The three double bonds in the ring correspond to 6 π electrons, which is a Huckel number, and therefore satisfies the criteria of 4n + 2 π electrons. However, the intervening sp3 carbon disrupts the continuous overlap of p orbitals. As a result, cycloheptatriene is not aromatic.
Removing one hydrogen from the intervening CH2 group...
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Aromatic Hydrocarbon Anions: Structural Overview01:18

Aromatic Hydrocarbon Anions: Structural Overview

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Neutral hydrocarbons like cyclopentadiene with an odd number of carbon atoms and one intervening CH2 group in the ring are not aromatic. Cyclopentadiene with 4 π electrons does not satisfy the 4n + 2 π electron rule. Additionally, the intervening CH2 group is sp3 hybridized and lacks a vacant p orbital, thereby interrupting the overlap of p orbitals in a continuous manner and preventing the delocalization of π electrons throughout the ring.
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Characterization, Quantification and Compound-specific Isotopic Analysis of Pyrogenic Carbon Using Benzene Polycarboxylic Acids BPCA
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Phosphorus-Containing Polycyclic Aromatic Hydrocarbons.

Rózsa Szűcs1,2, Pierre-Antoine Bouit1, László Nyulászi2

  • 1Institut des Sciences Chimiques de Rennes, UMR 6226 CNRS, Université de Rennes 1, Campus de Beaulieu, 35042, Rennes Cedex, France.

Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry
|June 14, 2017
PubMed
Summary

Phosphorus-containing polycyclic aromatic hydrocarbons (PAHs) offer tunable electronic properties for molecular electronics. This review explores how incorporating phosphorus into PAHs impacts their band gap and assembly, using experimental and theoretical approaches.

Keywords:
aromaticitydopinghydrocarbonsphosphoruspolycycles

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Area of Science:

  • Materials Science
  • Organic Chemistry
  • Molecular Electronics

Background:

  • Polycyclic aromatic hydrocarbons (PAHs) are key functional materials in molecular electronics.
  • Molecular engineering via organic chemistry allows tuning of PAH properties like band gap and supramolecular assembly.
  • Heteroatom incorporation (N, S, B) is a strategy to modify PAH electronic characteristics.

Purpose of the Study:

  • To review phosphorus-containing polycyclic aromatic hydrocarbons (PAHs).
  • To discuss the influence of the phosphorus environment on the electronic properties of PAHs.
  • To present insights from both experimental and theoretical studies.

Main Methods:

  • Literature review of existing studies on phosphorus-containing PAHs.
  • Analysis of experimental data on the electronic properties of these compounds.
  • Examination of theoretical calculations elucidating structure-property relationships.

Main Results:

  • Phosphorus incorporation significantly affects the electronic properties of PAHs.
  • The specific chemical environment around the phosphorus atom dictates the extent of property modulation.
  • Both experimental and theoretical methods confirm the impact of phosphorus on band gap and electronic behavior.

Conclusions:

  • Phosphorus-containing PAHs represent a promising class of materials for advanced electronic applications.
  • Strategic placement and modification of phosphorus within the PAH framework offer precise control over electronic and supramolecular characteristics.
  • Further research into phosphorus-based PAHs can unlock novel functionalities in molecular electronics.