299914-63-9

Basic information

• Product Name: Tetrakis(4-iodophenyl)ethene
• Synonyms: Tetrakis(4-iodophenyl)ethene;Tetrakis(4-iodophenyl)ethylene;Tetrakis(4-iodophenyl)ethane
• CAS NO: 299914-63-9
• Molecular Formula: C₂₆H₁₆I₄
• Molecular Weight: 836.02312
• Mol File: 299914-63-9.mol

Chemical Properties

• Melting Point: >250 °C(Solv: carbon tetrachloride (56-23-5))
• Boiling Point: 621.9±55.0 °C(Predicted)
• Appearance: /
• Density: 2.122±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Tetrakis(4-iodophenyl)ethene(CAS DataBase Reference)
• NIST Chemistry Reference: Tetrakis(4-iodophenyl)ethene(299914-63-9)
• EPA Substance Registry System: Tetrakis(4-iodophenyl)ethene(299914-63-9)

Safety Data

• Hazardous Substances Data: 299914-63-9(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
Tetrakis(4-iodophenyl)ethene is used as a building block for the synthesis of various organic compounds due to its unique chemical structure and strong electron-donating properties.
Used in Materials Science:
In the field of materials science, Tetrakis(4-iodophenyl)ethene is utilized as a component in the development of advanced materials, taking advantage of its distinctive properties to enhance material performance.
Used in Organic Semiconductors:
Tetrakis(4-iodophenyl)ethene is used as a key material in the development of organic semiconductors for its ability to facilitate charge transport and its electron-donating characteristics.
Used in Light-Emitting Diodes (LEDs):
Tetrakis(4-iodophenyl)ethene is employed as a component in the production of light-emitting diodes, where its electron-donating properties contribute to the efficiency and performance of the LEDs.
Used in Organic Photovoltaic Devices:
Tetrakis(4-iodophenyl)ethene is used in the development of organic photovoltaic devices, where its properties aid in the conversion of light into electricity.
Used in Functional Polymers:
Tetrakis(4-iodophenyl)ethene is also used in the production of functional polymers, where its unique structure and properties can be leveraged to create materials with specific characteristics.
Used in Advanced Materials:
Due to its chemical structure and properties, Tetrakis(4-iodophenyl)ethene is utilized in the creation of advanced materials that may have applications in various high-tech industries.
Caution:
As a halogenated compound, Tetrakis(4-iodophenyl)ethene should be handled with care due to its potential toxic and environmental effects, ensuring safe practices in its use and disposal.

Upstream product

• 632-51-9 1,1,2,2-tetraphenylethylene 
• 119-61-9 benzophenone 
• 61326-44-1 1,1,2,2-tetrakis(4-bromophenyl)ethene 

Downstream Products

• 4863-90-5 1,1,2,2-tetrakis(4-ethynylphenyl)ethane 
• 741259-14-3 1,1,2,2-tetrakis(4-(2-(trimethylsilyl)ethynyl)phenyl)ethene 
• 741259-17-6 3-(4-{tris-[4-(3-hydroxy-prop-1-ynyl)-phenyl]-vinyl}-phenyl)-prop-2-yn-1-ol 

Relevant articles and documents

Syntheses and characterizations of two-dimensional polymers based on tetraimidazole tetraphenylethylene ligand with aggregation-induced emission property

Two new coordination polymers [Co(TIPE)(H2O)2] ·Hbtc·CH3CN·3H2O (1) and [Cd(TIPE)0.5(m-bdc)(H2O)]·CH3OH· H2O (2) (TIPE = tetra(3-imidazoylphenyl)ethylene, H3/sub

Halogen Bonding in Host-Guest Compounds: Structures and Kinetics of Enclathration and Desolvation

(Graph Presented). The host compounds tetrakis(4-bromophenyl) ethylene and its iodo-analogue form inclusion compounds with a series of chloro- and iodo-methanes. Their structures have been elucidated, and their nonbonded halogen...halogen contacts have be

Inclusion complex formation of tetra(p-halophenyl)ethylenes with halogenated guest compounds through halogen-halogen interaction

Tetra(p-halophenyl)ethylene derivatives (1a-1e) form stable inclusion complexes with various kinds of halogenated alkanes and alkenes through halogen-halogen interaction. These inclusion complexes were also obtained efficiently by exposure of the crystall

Halogenated tetraphenylethene with enhanced aggregation-induced emission: An anomalous anti-heavy-atom effect and self-reversible mechanochromism

Halogenated tetraphenylethene derivatives show a unique anti-heavy-atom effect where introducing heavy halogens like bromine greatly improves the fluorescence quantum yield upon aggregation, contrary to the classic heavy-atom effect. The unique self-reversible mechanochromism of brominated TPE is attributed to re-generation of halogen-halogen bonding after its breakage.

E/Z isomerization effects on aggregation-enhanced emission of tetraphenylethene derivatives assisted by host-guest recognition

Pure stereoisomers of tetraphenylethene derivatives functionalized with dibenzylamine groups, E and Z conformers, were successfully synthesized. Their aggregation-enhanced emissions, which occurred through host-guest recognition with a dibenzo-24-crown-8 based tetraphenylethene under an acid condition, showed recognizable isomerization effects.

Tetrakis(trialkylsilylethynylphenyl)ethenes: Mechanofluorochromism arising from steric considerations with an unusual crystal structure

Mechanofluorochromism (MFC) arising from extended partial planarization of a conjugated molecular framework through the transfer of mechanical stress by terminal bulky groups is demonstrated. Thus the tetrakis(triisopropylsilyl-4-ethynylphenyl)ethene [TPE-(TIPS)4] luminophore, synthesized for the first time, is shown to exhibit MFC when the threshold pressure exceeds about 1.3 MPa. An analogous luminophore, tetra(trimethylsilyl-4-ethynylphenyl)ethene [TPE-(TMS)4], with smaller bulky groups at the periphery of TPE, synthesized for comparative studies, was also observed to exhibit MFC. MFC is observed under visible and UV light excitation. The color change is reversed upon annealing or under solvent fumigation conditions. The luminophores show high quantum yields in the solid state ranging from 60 to 74%. Very interestingly, TPE-(TMS)4 exhibited quite an unusual crystal structure, where no intermolecular interactions attributed to mechanofluorochromism are observed. The solid state optical absorption and CP-MAS 13C NMR measurements strongly suggested that the mechanism of MFC could have originated from partial planarization of the molecule upon grinding/shearing, facilitated by the bulky peripheral/terminal groups. These high solid state emitting luminophores with MFC properties could find applications in the areas of solid state lighting and sensors. The synthetic design, in principle, should enable MFC as a function of pressure (through variation in steric handle) and temperature (through electronic and conformational handles). The novel and rational synthetic design, in principle, should enable MFC in a family of organic molecules as a function of pressure and temperature.

Synthesis and photophysical properties of stilbenoid dendrimers via Heck reaction on a tetraphenylethylene core

Two new tetraphenylethylene-cored stilbenoid dendrimers have been efficiently prepared by fourfold Heck reaction with appropriate dendron molecules. The methodology permits highly trans-selective coupling. The optical absorption and emission properties of these systems were studied. The materials display strong emission in the blue region.

Synthesis of highly conjugated two-dimensional molecular scaffolds via Pd-catalyzed reactions on a tetraphenylethylene core

A facile synthesis of ethylene centered highly conjugated two-dimensional molecular scaffolds is described via Pd-catalyzed coupling reactions (Sonogashira and Heck reactions) on a tetraphenylethylene core.

Chiral inclusion crystallization of achiral tetrakis(p-halophenyl)-ethylenes with achiral guest compounds

The title host compounds form chiral inclusion complex crystals with various kinds of achiral guest compounds in which the achiral host molecules are arranged in a chiral form through halogen-halogen interactions between host molecules.