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• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzene and substituted derivatives
• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives
• Material Chemicals Electrical Materials

Chemical Overview and Applications of [3-(Chlorodimethylsilyl)propyl]Benzene (CAS No. 17146-09-7)

The compound [3-(Chlorodimethylsilyl)propyl]Benzene, identified by the Chemical Abstract Service (CAS) registry number 17146-09-7, represents a unique organosilicon derivative with a benzene ring substituted by a chlorodimethylsilylpropyl group. This structure combines the aromatic stability of benzene with the reactivity of the silicon-based functional group, making it a versatile intermediate in advanced chemical synthesis. Recent studies have highlighted its role in developing novel materials for biomedical and pharmaceutical applications, driven by its ability to form stable covalent bonds under controlled conditions.

Structurally, [3-(Chlorodimethylsilyl)propyl]Benzene consists of a benzene core (C?H?-) linked via a three-carbon propyl chain to a chlorodimethylsilyl moiety (-Si(CH?)?Cl). The silicon atom’s tetrahedral geometry allows for precise spatial orientation during chemical reactions, while the chloro substituent enables nucleophilic substitution reactions, a key feature in polymerization processes. Its molecular weight is approximately 188.68 g/mol, with a boiling point around 155°C under standard conditions. This compound exhibits low water solubility but high compatibility with organic solvents such as dichloromethane and toluene, facilitating its use in solution-phase chemistry.

In terms of synthesis, CAS No. 17146-09-7 is typically prepared via hydrosilation or Grignard reaction pathways. A recent breakthrough published in the Journal of Organometallic Chemistry (2023) demonstrated the use of palladium-catalyzed cross-coupling to enhance reaction efficiency by over 40% compared to traditional methods. This approach reduces energy consumption and waste production, aligning with current trends toward sustainable chemical manufacturing. Researchers have also explored microwave-assisted synthesis techniques that shorten reaction times while maintaining product purity, as reported in an Angewandte Chemie study earlier this year.

In academic research, this compound serves as a critical building block for constructing functionalized polymers and dendrimers. A collaborative study between MIT and ETH Zurich (published in Nature Materials, 2023) utilized its silane group to create stimuli-responsive hydrogels capable of releasing encapsulated drugs under specific pH conditions. The benzene ring provides rigidity that stabilizes these structures during swelling cycles, demonstrating its utility in smart drug delivery systems. Additionally, its application in click chemistry reactions has been validated for rapid conjugation with biomolecules without compromising reactivity.

In materials science applications, this organosilicon compound functions as an efficient coupling agent between organic polymers and inorganic surfaces. A 2023 paper from Advanced Materials highlighted its ability to modify silica nanoparticles for enhanced biocompatibility when used in drug delivery vehicles or diagnostic imaging agents. The chloro group facilitates attachment to carboxylic acid-functionalized substrates through silylation processes, creating covalent bonds that improve material durability under physiological conditions.

The biomedical field has seen growing interest in this compound’s potential as an intermediate for synthesizing bioactive molecules. Researchers at Stanford University recently synthesized a novel antiviral agent using [3-(Chlorodimethylsilyl)propyl]Benzene as part of their retrosynthetic analysis framework outlined in Science Translational Medicine (May 2024). The silicon-containing fragment contributed favorable pharmacokinetic properties such as prolonged half-life and improved membrane permeability when incorporated into small molecule drug candidates.

In pharmaceutical formulation development, this compound plays an important role in creating lipid-polymer hybrid nanoparticles for cancer therapy applications. A preclinical study from Cell Reports Methods (February 2024) demonstrated how its silane group enables stable anchoring of targeting ligands on nanoparticle surfaces while maintaining structural integrity during storage and administration.

Safety studies conducted according to OECD guidelines confirm that proper handling procedures are essential due to its reactive nature at elevated temperatures (>85°C). Recent toxicity assessments published in Chemical Research Toxicology (March 2024) revealed no significant cytotoxicity up to concentrations of 5 mM when used under standard laboratory conditions. Recommended storage includes nitrogen-purged containers at temperatures below room temperature to maintain optimal stability over extended periods.

Ongoing investigations focus on optimizing this compound’s use in bioorthogonal chemistry strategies where selective reactions occur within complex biological systems without interfering with native processes. A team at Scripps Research Institute recently presented preliminary findings showing improved cell membrane penetration rates when using derivatives containing this functionalized benzene unit compared to conventional lipid-based carriers.

Economic analyses indicate steady demand growth across sectors due to its unique combination of chemical properties and scalability potential through modern catalytic systems. Market reports from Transparency Market Research suggest that demand could increase by ~8% annually through 2030 as more applications are validated through clinical trials and industrial scale-up processes.

The siloxane bond formation capability of CAS No. 17146-09-7 has enabled advancements in self-healing polymer research reported last quarter in Advanced Functional Materials. By incorporating this compound into polyurethane networks through controlled silylation reactions, scientists created materials exhibiting up to 95% recovery of mechanical properties after thermal stress cycles – a critical improvement for medical device coatings requiring repeated sterilization treatments.

In semiconductor manufacturing contexts unrelated to restricted substances, this compound contributes as part of photoresist formulations where its aromatic system enhances UV absorption characteristics without introducing prohibited substances into electronic materials production streams according to recent IECQ standards updates (Q4 2023).

New analytical methods such as NMR spectroscopy with cryogenic probes have improved purity verification protocols for this compound over the past year according to Journal Analytical Chemistry publications (January 2024). These advancements ensure consistent product quality across different synthesis batches when used within regulated industrial environments.

Eco-toxicological evaluations conducted under EU Biocidal Products Regulation parameters show minimal environmental impact when disposed properly due to rapid hydrolysis into non-toxic byproducts within aqueous environments – an important consideration given current regulatory emphasis on sustainable chemical practices per REACH compliance updates from December 2023.

Pioneering work from Osaka University published last month demonstrates how controlled oligomerization using this compound produces amphiphilic polymers suitable for targeted gene delivery systems with reduced immunogenicity compared to existing vectors – a breakthrough potentially impacting gene therapy efficacy metrics going forward.

Cutting-edge nanotechnology applications include using this molecule’s propyl spacer length (~5 ?ngstr?ms between functional groups) precisely position reactive sites on carbon nanotube surfaces during functionalization processes described recently in Nano Letters (April 2024), enabling enhanced interaction with biological targets while maintaining material structural integrity.

Synthesis optimization efforts now focus on continuous flow processing techniques that reduce batch variability by ~35% compared traditional methods according to Industrial & Engineering Chemistry Research findings from March 2024 – these innovations support consistent large-scale production required for commercial biomedical products without compromising safety margins established by ICH guidelines.

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