3-Methacryloxypropyltrimethoxysilane

248.35

248.35

1952435

219-785-8

JV48X1M2EQ

93591

TSCA listed

DTXSID3029237

Clear

29161290

53.99000

log Kow = 0.75 (est)

Liquid

1.045 g/mL at 25 °C(lit.)

<-50°C

190 °C(lit.)

92ºC

n20/D1.431(lit.)

Miscible with water.

2-8ºC

0-12790Pa at 20-25℃

LD50 oral in rat: 22600uL/kg

Not classified

Containers may explode in the heat of a fire.

3.3×101mol/(m3Pa) at 25℃, HSDB (2015)

Hydroxyl radical reaction rate constant = 2.5X10-11 cu cm/molecule-sec at 25 °C (est)|Ozone reaction rate constant = 1.1X10-17 cu cm/molecule-sec at 25 °C (est)

265 °C ( 509 °F)

2-8°C

CBL

UN 3082

1

Xi,Xn

26-28-37/39

UC0230000

Xi

Stable under normal temperatures and pressures.

P260, P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P314, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

36/37/38-37/38-22

This combustible material may be burned in a chemical incinerator equipped with an afterburner and scrubber. Observe all federal, state, and local environmental regulations. Contact a licensed professional waste disposal service to dispose of this material.|SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal and plant life; and conformance with environmental and public health regulations.

Incompatibilities with other materials: Strong oxidizing agents, strong acids, strong bases.|Materials to avoid: Strong oxidizing agents, strong acids, strong bases.

3082

|Warning|H315 (91.67%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 621 companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Personal Protective Equipment. Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166. Skin: Wear appropriate protective gloves to prevent skin exposure. Clothing: Wear appropriate protective clothing to prevent skin exposure.|A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.|Respiratory protection: Where risk assessment shows air-purifying respirators are appropriate use a full-face respirator with multipurpose combination (US) or type ABEK (EN 14387) respirator cartridges as a backup to engineering controls. If the respirator is the sole means of protection, use a full-face supplied air respirator. Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU).|Hand protection: The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Handle with gloves.|For more Personal Protective Equipment (PPE) (Complete) data for Trimethoxysilylpropyl methacrylate (6 total), please visit the HSDB record page.

Combustible; moderate fire risk|Will burn if involved in a fire ... Combustible liquid and vapor.

Lower 0.9 vol%; upper 5.4 vol%|Containers may explode in the heat of a fire.

Use water spray to cool fire-exposed containers. Use water spray, dry chemical, carbon dioxide, or appropriate foam.|As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.|Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.|Special protective equipment for fire-fighters: Wear self contained breathing apparatus for fire fighting if necessary.

SRP: Wastewater from contaminant suppression, cleaning of protective clothing/equipment, or contaminated sites should be contained and evaluated for subject chemical or decomposition product concentrations. Concentrations shall be lower than applicable environmental discharge or disposal criteria. Alternatively, pretreatment and/or discharge to a permitted wastewater treatment facility is acceptable only after review by the governing authority and assurance that "pass through" violations will not occur. Due consideration shall be given to remediation worker exposure (inhalation, dermal and ingestion) as well as fate during treatment, transfer and disposal. If it is not practicable to manage the chemical in this fashion, it must be evaluated in accordance with EPA 40 CFR Part 261, specifically Subpart B, in order to determine the appropriate local, state and federal requirements for disposal.|Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container. Remove all sources of ignition. Use a spark-proof tool. Do not let this chemical enter the environment.|Methods for cleaning up: Soak up with inert absorbent material and dispose of as hazardous waste. Keep in suitable, closed containers for disposal. Personal precautions: Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation.|Environmental precautions: Do not let product enter drains.

... Hazard is the generation of considerable exothermic heat in some of the reactions, so that high pressures & temp may develop. This danger ... should be borne in mind when designing plant. Awareness of the dangers and of good engineering design are essential to safety. Employees should be instructed about the necessity of cleansing the skin if it is contaminated by materials which are irritants or skin-absorbed. With careful design, however, and complete enclosure of those processes where toxic chemicals or intermediates occur, dangerous exposures can be avoided. /Acrylic acid & derivatives/|In case of skin contact: Wash off with soap and plenty of water. Consult a physician.|In case of eye contact: Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.|Hygiene measures: Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.|For more Preventive Measures (Complete) data for Trimethoxysilylpropyl methacrylate (6 total), please visit the HSDB record page.

A skin and eye irritant.|Causes respiratory tract irritation. May be harmful if inhaled.|May be harmful if inhaled. Causes respiratory tract irritation. May be harmful if absorbed through skin. Causes skin irritation. Causes eye irritation.

Occupational exposure to trimethoxysilylpropyl methacrylate may occur through inhalation and dermal contact with this compound at workplaces where trimethoxysilylpropyl methacrylate is produced or used. The most likely pathway by which the general public is exposed to trimethoxysilylpropyl methacrylate is by ingestion or dermal contact during porcelain dental repair work. (SRC)

LD50 Rat oral 23.5 g/kg

Trimethoxysilylpropyl methacrylate's production and use as an adhesion(1) or coupling agent to dental porcelain, ceramic, or glass(2) surfaces may result in its release to the environment through various waste streams(SRC).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1,700(SRC), determined from a structure estimation method(2), indicates that trimethoxysilylpropyl methacrylate is expected to have low mobility in soil(SRC). Volatilization of trimethoxysilylpropyl methacrylate from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 3.0X10-7 atm-cu m/mole(SRC), by using a fragment constant estimation method(3). Trimethoxysilylpropyl methacrylate is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.44 mm Hg at 25 °C(SRC), determined from a fragment constant method(4). Biodegradation data were not available(SRC, 2009).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1,700(SRC), determined from a structure estimation method(2), indicates that trimethoxysilylpropyl methacrylate is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 3.0X10-7 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 3.2(SRC), from an estimated log Kow of 0.75(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). The hydrolysis of 3-methacryloxypropyl-trimethodxysilane proceeds within a few minutes in a low pH environment as a result of the catalytic action of H+ ions(8). Biodegradation data were not available(SRC, 2009).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), trimethoxysilylpropyl methacrylate, which has an estimated vapor pressure of 0.44 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely in the vapor phase in the ambient atmosphere. Vapor-phase trimethoxysilylpropyl methacrylate is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 15 hours(SRC), calculated from its rate constant of 2.5X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). The atmospheric half-life for the vapor-phase reaction of trimethoxysilylpropyl methacrylate with ozone has been estimated as 24 hours at an atmospheric concentration of 7X10+11 ozone molecules per cu cm(4). Trimethoxysilylpropyl methacrylate does not contain chromophores that absorb at wavelengths >290 nm(5) and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).

The rate constant for the vapor-phase reaction of trimethoxysilylpropyl methacrylate with photochemically-produced hydroxyl radicals has been estimated as 2.5X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 15 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). The rate constant for the vapor-phase reaction of trimethoxysilylpropyl methacrylate with ozone has been estimated as 1.1X10-17 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(1). This corresponds to an atmospheric half-life of about 24 hours at an atmospheric concentration of 7X10+11 ozone molecules per cu cm(2). A base-catalyzed second-order hydrolysis rate constant of 2.7X10-3 L/mole-sec(SRC) was estimated using a structure estimation method(3); this corresponds to half-lives of 81 and 8.1 years at pH values of 7 and 8, respectively(3). Trimethoxysilylpropyl methacrylate does not contain chromophores that absorb at wavelengths >290 nm(4) and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).|The hydrolysis of 3-methacryloxypropyl trimethoxy silane was carried out in an ethanol/water 80/20 (w/w) solution under acidic, alkaline and neutral conditions, and it was found that the kinetic rate of the hydrolysis under neutral conditions was very low; the addition of triethylamine catalyzed both silane hydrolysis and self condensation reactions(1). Acidic conditions enhanced the hydrolysis and the ensuing silanol entities were quite stable; in fact, these conditions slowed down the rate of the self condensation reactions(1). At high and very low pH values, the rate of hydrolysis is higher than at the neutral pH, at which silanes are most stable; the hydrolysis of 3-methacryloxypropyl-trimethoxysilane proceeds within a few minutes in a low pH environment as a result of the catalytic action of H+ ions(2).

An estimated BCF of 3.2 was calculated for trimethoxysilylpropyl methacrylate(SRC), using an estimated log Kow of 0.75(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).

Using a structure estimation method based on molecular connectivity indices(1), the Koc of trimethoxysilylpropyl methacrylate can be estimated to be 1,700(SRC). According to a classification scheme(2), this estimated Koc value suggests that trimethoxysilylpropyl methacrylate is expected to have low mobility in soil.

The Henry's Law constant for trimethoxysilylpropyl methacrylate is estimated as 3.0X10-7 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that trimethoxysilylpropyl methacrylate is expected to be essentially nonvolatile from water surfaces(2). The Henry's Law constant for trimethoxysilylpropyl methacrylate indicates that volatilization from moist soil surfaces will not occur(SRC). Trimethoxysilylpropyl methacrylate is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.44 mm Hg(SRC), determined from a fragment constant method(3).

Materials used in the production of dental bases, restorations, impressions, prostheses, etc. (See all compounds classified as Dental Materials.)

Small quantities of methacrylates may readily be metabolized by saponification into the alcohol and methacrylic acid. The latter may form an acetyl-coenzyme derivative, which then enters the normal lipid metabolism. /Methacrylates/

/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand-valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR as necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Silane, Chlorosilane, and Related Compounds/|/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Anticipate seizures and treat if necessary ... . Monitor for shock and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal (refer to ingestion protocol in Section Three ... . Cover skin burns with sterile dressings after decontamination ... . /Silane, Chlorosilane, and Related Compounds/|/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Early intubation at the first sign of upper airway obstruction may be necessary. Positive-pressure ventilation techniques with a bag-valve-mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Monitor cardiac rhythm and treat arrhythmias if necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's (LR) if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Consider vasopressors if patient is hypotensive with a normal fluid volume. Watch for signs of fluid overload ... . Treat seizures with diazepam or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Silane, Chlorosilane, and related compounds/|/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand-valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR as necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Esters and related compounds/|For more Antidote and Emergency Treatment (Complete) data for Trimethoxysilylpropyl methacrylate (6 total), please visit the HSDB record page.

/OTHER TOXICITY INFORMATION/ Biologically, methacrylates resemble acrylates, except for lower reactivity and thus decr toxicity. This is probably due to steric hindrance by its methyl group and in turn decr rates of membrane transport and systemic translocation. /Methacrylic esters/

3-methacryloyloxypropyl-trimethoxysilane

Grade: 97% min purity

Adhesive manufacturing|2-Propenoic acid, 2-methyl-, 3-(trimethoxysilyl)propyl ester: ACTIVE

Thin-layer chromatography (TLC) polarography, and spectrometry are used for soln measurements. Methacrylates in air have been analyzed by TLC, polarography, and colorimetry. Polarography has been used for determination of any residual monomer in the polymer. A variety of spectroscopic techniques, eg, NMR, IR, and Raman spectroscopy also have been used, particularly for analysis of surgical cements and dental restorative resins. /Methacrylic acid & derivatives/