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Phenylsilane: A Closer Look at Its Journey and Significance

Historical Development

Phenylsilane didn’t spring up overnight as a chemical industry staple. Its roots go back to the mid-20th century, right around the time chemists really leaned into exploring organosilicon compounds. The post-war years saw a surge in demand for unique materials, especially for electronics, coatings, and specialty synthesis. Researchers started knocking on the door of silicon chemistry, and soon enough, phenylsilane became a go-to for folks hunting after mild reducing agents and versatile intermediates. Looking back, the pace of progress stood on the shoulders of those who looked past bulk production and dug deeper into chemistry that opened doors for fine chemicals and pharmaceuticals. The 1960s and 70s marked a boom—not in volume, but in recognition of phenylsilane’s potential.

Product Overview

Anyone who has spent time moving between academic labs and commercial manufacturers gets to know phenylsilane for its predictability on the bench. The compound brings a single phenyl group stuck to a silicon atom, with three hydrogens bringing up the count. Unlike some reagents that demand overly careful handling every step of the way, phenylsilane feels manageable yet powerful. The chemistry isn’t out to surprise you with instability, but it consistently brings fresh options for reduction and hydrosilylation, cutting out convoluted steps from organic synthesis. Its unique character slots into research, not only as a reagent but sometimes as a utilitarian reducing agent that makes stubborn transformations less painful.

Physical & Chemical Properties

Phenylsilane hits the bench as a colorless, mobile liquid. Anyone who has handled a bottle recognizes the not-so-pleasant, sharp odor—reminiscent of many simple silanes. With a boiling point that lands around 185°C, phenylsilane stays in liquid form under normal lab conditions, keeping storage and use straightforward. It mixes well with common organic solvents, adding to its flexibility as a reagent. The silicon-hydrogen bond, sitting at the heart of its reactivity, puts phenylsilane at the center of interest for reduction reactions and hydrosilylation processes. Its structure keeps it fairly reactive without making it unmanageable, which helps keep procedures less risky compared to some of the more fiddly silicon hydrides out there.

Technical Specifications & Labeling

On the technical front, you see phenylsilane listed around 97% purity on commercial labels, and this level holds up for most applications, academic or industrial. The color, clarity, and odor are quick checkpoints. Labels give a CAS number—787-60-6—which helps avoid confusion when juggling other silanes with similar names and properties. Over the years, manufacturers learned to flag hazards clearly, particularly flammability and skin irritation, making sure even newcomers keep hazards in mind. Regulatory language on the label strikes a careful balance—urgent enough to demand attention, clear enough for someone to stash the bottle safely without extra paperwork.

Preparation Method

Production of phenylsilane blends old-school batch techniques with newer tweaks. Traditionally, this compound comes from reacting phenylmagnesium bromide with trichlorosilane, followed by careful hydrolysis. Organometallic methods still hold up, even as continuous-flow systems and greener alternatives are popping up across the industry. The use of Grignard reagents with silicon halides still runs as a popular route, mainly for its reliability and relatively high yield. This approach also underlines the practical challenge of preparing a pure product—removing byproducts takes some thoughtful distillation and washing steps, which is old hat for anyone who survived an advanced undergraduate lab.

Chemical Reactions & Modifications

Phenylsilane shines in reduction chemistry. In the hands of a skilled synthetic chemist, it smooths out reductions of carbonyl compounds where metals bring too many side products. Plus, it frequently appears in hydrosilylation reactions, hooking up with alkenes or alkynes to build up silyl groups on molecules that would otherwise put up a fight. Working with transition metal catalysts, phenylsilane acts as a hydride source, shaving down functional groups without ripping apart sensitive bonds elsewhere in a molecule. Chemists also appreciate its knack for modifying proteins, materials, and complex natural products, pushing the boundaries of what can be built in a flask. Its compatibility with other silicon-based modifiers means skilled hands can weave it into increasingly advanced reactions, and many researchers still find untapped creativity when they dust off a bottle.

Synonyms & Product Names

You won’t have a tough time finding phenylsilane at your favorite chemical supplier, but you’ll want to keep a shortlist of alternative names handy. For cataloging, “phenylsilicon hydride” and sometimes “monophenylsilane” pop up, but the CAS number always helps to avoid mix-ups. Some older literature calls it “silane, phenyl-,” but that’s faded as the chemical’s popularity grew. You rarely see creative branding, since the value comes from its straightforward use and not any tweaks by the distributor. Keeping the correct synonym on your inventory avoids confusion, and that cuts down on the risk of grabbing the wrong reagent—an all-too-common headache when time’s short and the clock is ticking on a reaction.

Safety & Operational Standards

Anyone who’s ever opened a bottle of phenylsilane remembers the sharp warning about flammability. Once you grow used to handling this compound, you keep it away from sparks, flames, and oxidizing agents—no exceptions. Liquid spills ought to get swept up quickly and the waste container closed immediately, because that odor travels fast. Gloves, goggles, and decent ventilation turn into routine—not just for the sake of following regulations, but to avoid nagging irritation and headaches. It burns in air with a pale but persistent flame. While some might underestimate the risk, those of us who’ve spent long shifts running multiple reactions come to respect how quickly a small accident can snowball if corners are cut. Training on proper storage and spill management proves essential on any serious project team, and every incident, no matter how small, sharpens the community’s habits.

Application Area

Phenylsilane has earned its stripes in organic chemistry labs and industrial settings alike. It handles reductions with a soft touch, which puts it to work in pharmaceutical synthesis, especially for handling functional groups sensitive to metal-based reducers. Its place in hydrosilylation sealed its reputation, as researchers attempting to tailor silicon-based materials for electronics, coatings, or specialty polymers found that phenylsilane’s reactivity opens doors that bulkier or less active silanes can’t unlock. Fine chemicals, specialty adhesives, and even silicon-based electronics development turn to phenylsilane when tight control over silyl group introduction proves necessary. Having it on hand feels like adding a reliable tool to the kit—one you may not need daily, but when the right project drops, nothing else quite replaces it.

Research & Development

Research into phenylsilane doesn’t stand still. Academics keep spinning out new applications, from greener reduction protocols that skip heavy metals to inventive methods of building up complex molecules for pharmaceuticals. Industry sees value in using phenylsilane as a building block for creating polymers with improved flexibility, resistance, or thermal stability. Over the past decade, interest has surged in finding more sustainable ways to prepare and use phenylsilane, cutting down on waste and hazards tied to the Grignard method. Catalytic systems have improved, which means smaller quantities of phenylsilane can achieve greater results in high-performance syntheses. For every paper that unlocks a new reaction, the compound’s legacy grows—mixing old methods with modern ingenuity. The next step might come from a university lab or a startup looking to upset the status quo in silicon chemistry.

Toxicity Research

Toxicity sits high on everyone’s list, both on paper and in day-to-day work. Decades of study show that phenylsilane causes skin and respiratory irritation and should be kept off your hands and out of your lungs. No long-term carcinogenicity data raises flags so far, but repeated exposure paints a clear picture: treat it with respect. Proper fume hood work, gloves, and eye protection aren’t just box-ticking—those habits stick to you after seeing how quick exposure leads to discomfort or worse. Acute effects aren’t as dramatic as some silanes, but no one sticks around a spill without feeling the tightness in their chest and eyes. The push for greener, less toxic analogs in research turns into more than a trend—it's a real pursuit for safer laboratories and less hazardous waste.

Future Prospects

Looking ahead, phenylsilane’s story hasn’t hit its final chapter. Advances in catalysis, especially those relying on earth-abundant metals, hint at reduced environmental impact and new roles for phenylsilane in sustainable synthesis. Researchers eye the development of next-generation polymers, hoping to draw on phenylsilane’s unique reactivity for new materials that outperform existing standards. Poison control and occupational safety improvements point toward even more controlled handling and disposal. Digital transformation in chemical manufacturing could make monitoring and tailoring reactions with phenylsilane safer and more productive. As synthetic challenges grow more complex and sustainability climbs the industry agenda, phenylsilane looks set to hang on as a staple—trusted, tested, and always ready for reinvention.




What is Phenylsilane used for?

A Chemical That Opens Doors

I remember standing in a crowded lab, taking in the sharp scent of chemical possibilities. Our shelves held bottles labeled with names only chemists get excited about, but there was one bottle I kept reaching for: phenylsilane. This wasn’t some showy compound promising the moon and stars. It did its job steadily, quietly helping push reactions to new heights. Phenylsilane isn’t a household name, yet it does some heavy lifting in fields ranging from organic synthesis to materials science.

Making Reactions Work

In organic chemistry, phenylsilane often plays the quiet hero in reduction reactions. That means it helps other molecules lose oxygen or gain hydrogen—crucial steps when building more complex molecules, especially in pharmaceuticals. Without it, certain transformations take longer, produce less, or just fizzle out entirely. In the world of chemical synthesis, yield and time matter; every extra minute or lost milligram increases costs. Being able to use phenylsilane effectively gives researchers an edge, letting them save both resources and hassle.

A Cleaner Option

I’ve noticed a big push towards greener, cleaner chemistry. Many labs try to cut down on waste and use safer chemicals. Phenylsilane fits in here, too. Instead of producing mountains of hazardous byproducts, many phenylsilane-based reactions release simple, manageable leftovers. One of its main advantages is that it can perform reductions at relatively mild conditions, reducing the need for extreme temperatures or pressures. This safety aspect didn’t always get the spotlight, but with regulations tightening and researchers taking responsibility for environmental impacts, it’s a point worth appreciating.

Shaping the Building Blocks

Silicon chemistry holds a lot of promise, whether we’re talking about next-gen electronics or improved medical devices. Phenylsilane helps make organosilicon compounds—molecules where silicon forms part of the structure. These come up in coatings, adhesives, and elastomers, products you might touch daily in construction, electronics, or cars. Instead of working only as a reagent, phenylsilane can introduce silicon into useful places within molecules, helping spawn innovations in materials. The chain often starts small, in a flask, with researchers looking for new toolkits. Phenylsilane hands them practical options.

Handling Challenges

No chemical is perfect. Some worry about the cost of specialty reagents like phenylsilane. Wider adoption depends on continued efforts to bring down prices or use it more efficiently. Researchers now try to design catalysts that make every drop count, improving selectivity and minimizing waste. Others look at recycling or safer disposal, to make sure that benefit doesn’t ride along with hidden hazards. I’ve seen companies and universities grab at these problems with both hands, eager to deliver answers.

Smart Steps Forward

Education plays a big role in using chemicals wisely. Students and new chemists can learn more about which reactions really benefit from phenylsilane and which have safer or cheaper alternatives. Getting the word out means not just listing its properties, but sharing stories about what works, what fails, and how to weigh choices. I’ve learned the most from talking with colleagues who’ve tested boundaries, not just reading protocols. By staying curious, collaborating openly, and talking straight about risks, chemists can keep making progress.

Phenylsilane won’t ever steal the spotlight from household-name chemicals. But it earns respect in any lab where getting results and making safer choices matter.

What is the chemical formula of Phenylsilane?

Peeling Back the Science

People in chemistry labs know the chemical formula doesn’t just sit on paper. Phenylsilane carries the formula C6H5SiH3, a combination that puts together benzene’s iconic aromatic ring and a silicon atom shot through with three hydrogen atoms. The formula's simplicity hides a tool that finds a spot in all kinds of labs, from synthetic chemistry to materials science. Silicon doesn’t show up in starting blocks of organic molecules very often, but connecting it with a phenyl group gives this compound a noticeable profile.

Where Real-World Chemistry Takes Over

There’s a different feeling working with phenylsilane compared to something like ethanol or acetone. Its odor, for starters, comes across as sharper and a bit more metallic. It isn’t the solvent that people use to rinse glassware; it’s better for moving electrons around. Hydrosilanes, with phenylsilane as a steady member of the team, bring hydrogen atoms to the reactive table. They help out most often in reductions—transforming one molecule into another, whether that means making pharmaceuticals less toxic or making materials more flexible for tech gadgets.

Chemistry students often forget that a formula like C6H5SiH3 points in many directions at once. In research, phenylsilane takes its place as a gentle reducer. No giant explosions, just subtle nudges to the molecular structure. One experiment after another, it makes what could be nasty reactions tame and sometimes more selective. Reliable sources confirm this comes from its structure: a balance between the phenyl group, which soaks up some electron density, and silicon, which lets go of hydrides when coaxed.

Staying Safe and Working Smart

Handling phenylsilane asks for common sense. This isn’t one of those dangerous chemicals that flies off the bottle and burns straight through lab coats, but it can catch fire in the right conditions. Anyone opening a bottle in a crowded undergraduate lab learns the meaning of “well-ventilated space.” Gloves, goggles, and fume hoods become habits. Safety sheets from trusted organizations like OSHA stand as enough proof: careless use turns a simple formula into something riskier.

Why This All Matters

The numbers and letters—C6H5SiH3—link to the bigger picture in chemistry. Teaching new chemists about phenylsilane helps bridge classroom concepts and hands-on reactions. Industry doesn’t talk much about “phenylsilane” in advertisements, but it stays important in cleaner processes and tough-to-solve syntheses. As electronics get smaller and drugs get more complex, these small molecules do the heavy lifting behind the scenes.

Chemistry isn’t just about memorizing formulas. Take the time to understand why C6H5SiH3 shows up in a synthesis or why safety rules stick around. That attention lets labs run smoother and helps people discover options beyond the basic textbook reactions. Real knowledge looks a lot like working with your hands, following facts, and knowing when to stop and let the compound do its work.

How should Phenylsilane be stored and handled safely?

Paying Attention to Risks

Phenylsilane isn’t something you find in most homes, but any lab or factory that deals with it knows the stakes. This liquid brings fire hazards and reactivity headaches. It reacts easily with air and moisture, so even a lazy cap left loose on a bottle can mean surprise and danger. Fumes don’t just linger—they hurt your lungs and eyes. Leaky containers invite those risks right to your workspace.

Proper Storage Saves More Than Money

I’ve seen folks cut corners by sliding bottles onto any old shelf. A rushed job today could fire up a disaster down the line. The right container seals tightly. Metal, especially aluminum, gives phenylsilane something to chew through over time. Glass works, but check for cracks or wear. Store it in well-marked bottles that keep out light and humidity. Cool temperatures slow down chemical mischief, so skip the sunny windowsill or warm cabinets.

Chemists I’ve worked with swear by storing chemicals in a flame-proof, ventilated cabinet. Keeping incompatible stuff apart—acids and bases, oxidizers, water, and phenylsilane—prevents accidents. Labels matter just as much. Slapped-on masking tape and faded ink never last. Durable printed labels warn folks even years later what’s inside.

Safe Handling Starts With Habit

Rushing turns everyday tasks into mistakes that haunt you later. Always wear splash-proof goggles and gloves, not the cheap, thin ones that tear when you sweat. Lab coats or chemical-resistant aprons turn a spill from a disaster into a cleanup. Even with small amounts, make sure to work in a fume hood. Phenylsilane’s fumes aren’t something to shrug off or “just air out.”

Before pouring or transferring, plan each step. If you spill or breathe vapors, know where to get fresh air and how to rinse with water. Don't rely on memory—keep directions posted nearby.

Emergency Responses Matter

Small leaks demand fast action. Sand or spill kits absorb most messes, and paper towels only spread the problem. Soak up spills, then scoop and bag the waste for hazardous disposal. Never pour leftovers into a drain. Proper disposal isn’t about following rules—it protects coworkers, pipes, and local water sources.

Most places with phenylsilane set up training sessions and emergency plans. Practicing those isn’t just another ticked box; everyone feels more confident and reacts with muscle memory, not panic. If you ever get a mouthful, reach safety showers and eyewash stations as quickly as possible.

Creating a Safety Culture

Over the years, I've learned that safe storage and handling draw less attention until things go wrong. It takes a real effort to stick to the best practices, especially in busy labs under pressure to deliver results fast. Watch out for shortcuts. Share tips with newcomers. Speak up if you spot bad habits taking root. Investing in safety gear and storage seems costly for something that may never happen, but history keeps repeating—being ready beats saying sorry.

Is Phenylsilane hazardous to health or the environment?

Introduction to Phenylsilane

Phenylsilane steps into chemistry labs as a strong reducing agent. In the real world, folks rarely stop to mull over what happens to the people mixing, moving, and handling small volumes of this clear liquid. Yet, everyone who has held a bottle of it knows the sharp, musty smell and the twinge of caution that kicks in. Companies order it for electronics, pharmaceuticals, and materials science, betting on its reactivity. Sometimes, it’s easy to forget these practical chemicals bring real risks with the benefits.

Health Hazards: More Than Just a Nuisance

Breathing vapors from phenylsilane isn’t pleasant. Even brief exposure can trigger coughing or sore throats thanks to its tendency to irritate mucous membranes. There’s data from workplace reports where accidental spills or poor ventilation led to symptoms like headaches and eye irritation. I remember colleagues talking about accidental skin splashes feeling just like being doused in paint thinner – a quick, burning, uncomfortable mess. Repeated exposure on unprotected skin dries and cracks the hands. It’s not common, but severe cases led to chemical burns and deeper tissue injury.

Health and safety agencies rate phenylsilane as flammable since it ignites at a temperature barely above room temperature. Few folks messing around with organic solvents in a cramped lab want a fire risk that lingers in the mind. It reacts with water to release flammable hydrogen, creating yet another point of vigilance. Fire marshals and site safety audits take issue with even small leaks going unnoticed. The more often labs grow careless, the more frequently health workers will see burns and inhalation injuries.

Environmental Risks: Small Releases, Big Concerns

Out in the environment, phenylsilane breaks down pretty fast, but until then it poses problems. The byproducts of its reaction with water include siloxanes and hydrogen gas, the latter a danger any time sparks fly. If spilled into a waterway or onto soil, the compound hydrolyzes and can harm local organisms. There aren’t long-term ecosystem data, but like many silicon compounds, run-off can play havoc with aquatic ecosystems for days or weeks until the chemical finishes degrading.

In my own chemistry days, nobody dismissed bottles down the drain, although less diligent workers in the past probably thought nothing of it. Modern environmental regulations strictly prohibit such disposal, citing both fire risks and potential for localized ecological impact. Waste management plans stress correct storage and thoughtful disposal, and local centers for hazardous waste know to expect these chemicals among submissions from research groups and manufacturers.

Solutions: Reducing Risk Without Skipping Innovation

There’s no dodging phenylsilane’s value to research and industrial production, but minimizing harm remains in everyone’s interest. Simple steps go a long way: careful ventilation, goggles, face shields, and gloves take the sting out of minor accidents. Engineering controls like fume hoods and blast shields block both vapors and fires. Chemical suppliers have improved hazard labeling since past decades, and new rules require detailed safety sheets accessible to all.

Waste streams need better tracking, and training staff matters even more than just locking up cabinets. Most accidents in labs and factories happen when folks get lazy about safety checks. That’s a people problem as much as a chemical issue. Stronger rules about storage and disposal now exist for good reason, since environmental mishaps pile up fast with careless habits. Education helps align new researchers and plant workers alike.

Bigger Picture

Phenylsilane isn’t the only hazardous tool in science and industry, but its risks stand out. We learn from each mishap. Each near-miss spurs more focus on training, safer design, and thoughtful waste handling. Innovation rolls forward but not at the expense of people and places. An ounce of caution beats a pound of regret.

What are the key physical and chemical properties of Phenylsilane?

Physical Appearance and Handling Experience

Phenylsilane has always struck chemists as a clear, colorless liquid with a faint odor. It pours much like any other lightweight solvent—think more toluene than engine oil. The low viscosity makes it fairly easy to measure out in a glass cylinder, and it evaporates at a noticeable rate at room temperature if left exposed. Its boiling point, sitting roughly at 164°C, keeps it stable across the range of temperatures seen in a standard laboratory, but a simple hotplate will send it up into vapor. Pouring it out, you might spot a tendency to creep along glassware, less sticky than heavier silicones though.

Chemical Reactivity and Uses

The Si-H bond at the core of the molecule defines what you can do with phenylsilane. That bond acts as a go-to hydride source for reductions. Over the years, I’ve seen organic chemists choose phenylsilane instead of sodium borohydride or lithium aluminum hydride when they need a gentler touch or want better selectivity. The Si-H group reacts smoothly with many catalysts, letting you reduce aldehydes, ketones, and other functional groups without throwing in a pile of basic or strongly reducing chemicals.

Exposure to air causes slow reaction with moisture, forming silanols and eventually siloxanes. For this reason, chemists always reach for a tightly capped bottle and avoid open-air transfer. It hydrolyzes on standing water or with acids, sometimes producing siloxane bonds, which can lead to sticky residues after a reaction. Working from experience, a glovebox or a steady flow of dry nitrogen does wonders for controlling these issues.

Flammability and Storage

Any researcher who has handled phenylsilane knows its flammability isn’t to be overlooked. Vapors catch fire quickly—literature and old lab notes alike carry warnings about ignition sources. Flammability ratings line up with common organic solvents. It needs to go into a flammables cabinet, away from heat and oxidizers. Spilled phenylsilane will also form vapors that irritate the nose and throat, so working in a fume hood with proper ventilation is standard practice.

Potential Hazards

Breathing in phenylsilane vapors leads to mild irritation, sometimes a cough or a light headache after long exposure. Contact with the liquid itself dries out skin, and nobody wants a splash in the eye—it's a fast trip to an eye wash station. In some rare cases, accidental release or chronic exposure could pose risks that aren’t always obvious from a safety data sheet, as chronic inhalation hasn't been deeply studied. This puts extra weight on using it under a hood and wearing eye protection and gloves without compromise.

Opportunities for Safer Use

Reducing these risks often means rethinking procedures. Switching to smaller reaction scales, adding vapor traps, and checking that every joint is gas-tight goes a long way. Conversations with safety officers about solvent waste and fire suppression can fill in gaps that a simple review of hazards sometimes misses. Training students and new personnel on phenylsilane’s hazards also helps avoid surprises at the bench. The move toward green chemistry sometimes encourages finding alternatives, but in cases where only phenylsilane will do, careful planning sets up a safer, more effective workflow.

Impact on Synthetic Chemistry

Modern organic synthesis keeps finding ways to use phenylsilane’s unique reactivity. As chemists aim for higher selectivity or milder conditions, phenylsilane offers a balance, giving smooth reductions without the explosive potential of some older reagents. Its lasting popularity among both industrial and academic labs comes from a mix of efficiency, manageability, and results that older, harsher hydride sources can't always match.

Phenylsilane
Names
Preferred IUPAC name Silylbenzene
Other names Silane, phenyl-
Phenylmonosilane
Phenylsilicane
Phenylsilicon hydride
Monophenylsilane
Pronunciation /fəˈnaɪlˌsɪleɪn/
Identifiers
CAS Number 694-53-1
Beilstein Reference 1209249
ChEBI CHEBI:51412
ChEMBL CHEMBL1615393
ChemSpider 78647
DrugBank DB13836
ECHA InfoCard 100.012.593
EC Number 213-876-6
Gmelin Reference 7785
KEGG C06582
MeSH D010629
PubChem CID 69703
RTECS number SN6470000
UNII YZM17G6Y78
UN number UN2929
CompTox Dashboard (EPA) DTXSID2020445
Properties
Chemical formula C6H8Si
Molar mass 108.22 g/mol
Appearance Colorless liquid
Odor Sweet
Density 0.867 g/mL at 25 °C
Solubility in water Insoluble
log P 1.9
Vapor pressure 13 mmHg (20°C)
Acidity (pKa) 41.2
Basicity (pKb) Phenylsilane has a pKb of approximately 27.
Magnetic susceptibility (χ) -58.0e-6 cm³/mol
Refractive index (nD) 1.495
Viscosity 1 cP (20 °C)
Dipole moment 1.17 D
Thermochemistry
Std molar entropy (S⦵298) 296.1 J·mol⁻¹·K⁻¹
Std enthalpy of formation (ΔfH⦵298) -33.2 kJ/mol
Std enthalpy of combustion (ΔcH⦵298) -1842 kJ·mol⁻¹
Pharmacology
ATC code
Hazards
GHS labelling GHS02, GHS07
Pictograms GHS02,GHS07
Signal word Danger
Hazard statements H226, H314
Precautionary statements Precautionary statements of Phenylsilane: "P210, P222, P231, P280, P370+P378, P403+P235, P501
NFPA 704 (fire diamond) 2-4-2-W
Flash point > 41 °C
Autoignition temperature 370 °C
Explosive limits Explosive limits: 1.1-8.9%
Lethal dose or concentration LD50 (oral, rat): 2227 mg/kg
LD50 (median dose) LD50 (median dose): Oral, rat: 6800 mg/kg
NIOSH SN 6100000
PEL (Permissible) PEL (Permissible Exposure Limit) for Phenylsilane: "No OSHA PEL established
IDLH (Immediate danger) IDLH not established
Related compounds
Related compounds Triethoxysilane
Trimethoxysilane