2-Isopropyl-1,3-dimethoxy-5-styrylbenzene
[CAS# 141509-20-8]

Identification

• Name: 2-Isopropyl-1,3-dimethoxy-5-styrylbenzene
• Synonyms: 1,3-dimethoxy-5-[(E)-2-phenylethenyl]-2-propan-2-ylbenzene
• Molecular Formula: C₁₉H₂₂O₂
• Molecular Weight: 282.38
• CAS Registry Number: 141509-20-8
• SMILES: CC(C)C1=C(C=C(C=C1OC)/C=C/C2=CC=CC=C2)OC

Discovory and Applicatios

The discovery of 2-isopropyl-1,3-dimethoxy-5-phenylvinylbenzene can be traced back to the exploration of stilbene derivatives in the mid-20th century. Stilbene is characterized by the presence of a vinyl group attached to the benzene ring and is known for its fluorescence and photoisomerization capabilities. 2-isopropyl-1,3-dimethoxy-5-phenylvinylbenzene expands this class of compounds by introducing an isopropyl group at the 2-position of the benzene ring and two methoxy groups at the 1- and 3-positions. The result is an enhanced chemical reactivity and stability of the molecule.

2-isopropyl-1,3-dimethoxy-5-phenylvinylbenzene is typically synthesized via a series of organic reactions, including alkylation and Wittig reactions to introduce isopropyl and styryl groups, respectively. This synthetic route highlights the versatility of organic chemistry in creating complex molecules with specific functionalities. The compound is a crystalline solid and exhibits properties such as fluorescence and potential biological activity, which are attributed to the conjugated system formed by the styryl groups.

A prominent application of 2-isopropyl-1,3-dimethoxy-5-phenylvinylbenzene is the development of OLEDs. Its fluorescent properties make it a candidate for emissive materials in OLED devices. These devices are an integral part of modern display technology, providing the vibrant colors and high energy efficiency of screens used in smartphones, TVs, and monitors.

The compound's ability to emit light when excited makes it a fluorescent probe in scientific research. It can be used to study a variety of biological and chemical processes by labeling molecules and tracking their interactions through fluorescence microscopy or spectroscopy. Such applications are critical in fields such as cell biology and biochemistry.

Among photonic materials, 2-isopropyl-1,3-dimethoxy-5-phenylvinylbenzene helps develop light-controllable materials for telecommunications and data storage applications. Its structural properties enable the formation of materials with desirable optical properties, such as high refractive index and tunable absorption/emission wavelengths.

The compound serves as a lead structure in drug discovery. Researchers explore its framework to develop analogs with potential therapeutic properties. The presence of isopropyl, dimethoxy, and phenylvinyl groups provides a versatile platform for modifications aimed at enhancing biological activity and specificity.

Studies have shown that derivatives of 2-isopropyl-1,3-dimethoxy-5-phenylvinylbenzene may exhibit antioxidant properties. These compounds can neutralize free radicals and protect cells from oxidative stress, with potential benefits in preventing or treating diseases associated with oxidative damage, such as neurodegenerative diseases and certain cancers.

The structure of this molecule is also used to develop antimicrobial agents. Its functional groups can be modified to enhance the interaction with bacterial or fungal cell membranes, thereby developing compounds that can inhibit the growth of pathogens.