Diphenylacetylene, a compound with notable chemical properties, plays a crucial role in various everyday applications. Its ability to undergo reactions such as Sonogashira cross-coupling enables its use in the synthesis of pharmaceuticals, agrochemicals, and materials for electronic devices. Additionally, diphenylacetylene is utilized as a precursor in the production of polymers, coatings, and adhesives. Despite its niche use in specialized industries, diphenylacetylene ultimately contributes to the functionality and advancement of numerous consumer products found in everyday life.
Table of Contents:
- 💡 Commercial Applications
- ⚗️ Chemical & Physical Properties
- 🏭 Production & Procurement
- ⚠️ Safety Considerations
- 🔬 Potential Research Directions
- 🧪 Related Compounds
💡 Commercial Applications
Diphenylacetylene, a chemical compound with the formula C14H10, has several commercial and industrial applications. It is commonly used as a precursor in the synthesis of various pharmaceuticals, agrochemicals, and dyes. Furthermore, diphenylacetylene can be utilized in the production of high-performance polymers and as a building block in organic synthesis processes.
In the realm of drug and medication applications, diphenylacetylene has been studied for its potential therapeutic properties. Research has shown that certain derivatives of diphenylacetylene exhibit antifungal and antibacterial activities, making them promising candidates for the development of new drugs. Additionally, diphenylacetylene-based compounds have shown potential as anti-inflammatory agents, further expanding their potential applications in the pharmaceutical industry.
⚗️ Chemical & Physical Properties
Diphenylacetylene is a white crystalline solid with a faint odor. It is insoluble in water but soluble in organic solvents.
With a molar mass of 202.27 g/mol and a density of 1.078 g/cm3, Diphenylacetylene is heavier than common food items such as sugar (molar mass around 342.3 g/mol) and vegetable oil (density around 0.91 g/cm3).
Diphenylacetylene has a melting point of 77-78°C and a boiling point of 299-302°C, which is higher than common food items like butter (melting point around 32-35°C) and water (boiling point at 100°C).
Diphenylacetylene is practically insoluble in water and has a low viscosity, contrasting with common food items like salt (high solubility in water) and honey (high viscosity).
🏭 Production & Procurement
Diphenylacetylene, a compound classified as an alkyne, is typically produced through a reaction known as the Glaser coupling. This process involves the oxidative coupling of phenylacetylene in the presence of a copper(I) catalyst, yielding Diphenylacetylene as the desired product. The reaction conditions are carefully controlled to ensure high yields and purity of the final product.
Procurement of Diphenylacetylene can be achieved through various chemical suppliers who specialize in providing research-grade chemicals. The compound is typically packaged and transported in sealed containers to prevent contamination or degradation during transit. Due to its reactive nature, Diphenylacetylene should be handled with care and stored in a dry, well-ventilated area away from heat sources or open flames.
When procuring Diphenylacetylene for laboratory use, it is essential to verify the purity and quality of the product before use in experiments. Quality control measures, such as spectroscopic analysis or gas chromatography, can be utilized to confirm the identity and concentration of Diphenylacetylene in the purchased sample. Additionally, proper labeling and documentation are crucial for ensuring safe handling and storage of the compound in accordance with established guidelines and regulations.
⚠️ Safety Considerations
Safety considerations for Diphenylacetylene include the following:
1. Exposure to Diphenylacetylene may cause irritation to the respiratory tract, skin, and eyes. It is recommended to handle this compound in a well-ventilated area and use appropriate personal protective equipment such as gloves, goggles, and a lab coat.
2. Diphenylacetylene is flammable and may form explosive vapor-air mixtures. It should be stored away from sources of ignition, heat, and oxidizing agents. It is important to keep this compound in a cool, dry place and away from direct sunlight.
3. In case of a spill, it is crucial to clean it up immediately and dispose of it properly according to regulations. In case of accidental ingestion or inhalation, seek medical attention immediately and provide the Material Safety Data Sheet to healthcare professionals.
Hazard statements for Diphenylacetylene include:
1. Highly flammable liquid and vapor.
2. Causes skin and eye irritation.
3. May cause respiratory irritation.
🔬 Potential Research Directions
Potential research directions of Diphenylacetylene include further investigation into its chemical reactivity and the development of new synthetic methodologies to access related compounds. Studies may focus on understanding the electronic properties of the molecule and its potential applications in materials science and organic synthesis.
Another area of interest is exploring the biological activity of Diphenylacetylene and its derivatives. Researchers may investigate its potential as a pharmaceutical agent or probe its interactions with biological systems. This could lead to the discovery of new drug candidates or therapeutic strategies.
Furthermore, research could be directed towards the development of novel catalytic systems utilizing Diphenylacetylene as a building block. This could pave the way for the synthesis of complex organic molecules with high efficiency and selectivity. Additionally, exploring the use of Diphenylacetylene in cross-coupling reactions or other transformations could open up new avenues in organic chemistry.
🧪 Related Compounds
One compound similar in molecular structure to Diphenylacetylene is 1,4-Diphenyl-1,3-butadiyne. This compound contains four aromatic rings connected by a butadiyne linker, similar to the two phenyl rings connected by an acetylene linker in Diphenylacetylene. Due to the conjugated system of double bonds, 1,4-Diphenyl-1,3-butadiyne exhibits interesting electronic properties and has been studied for its potential applications in materials science.
Another compound with a similar molecular structure to Diphenylacetylene is Bis(4-phenylethynyl)benzene. This compound features two phenylethynyl groups attached to a central benzene ring, resembling the structure of Diphenylacetylene with two phenyl groups connected by an acetylene group. Bis(4-phenylethynyl)benzene is known for its rigid structure and high thermal stability, making it a valuable building block in organic synthesis and materials chemistry.
A related compound to Diphenylacetylene is 1,2-Bis(phenylethynyl)benzene. This molecule consists of two phenylethynyl groups linked by a benzene ring, similar to Diphenylacetylene where two phenyl groups are connected by an acetylene linker. 1,2-Bis(phenylethynyl)benzene has been studied for its potential use in optoelectronic devices and as a ligand in coordination chemistry due to its unique structural features and electronic properties.