Glycidyl methacrylate

142.15200

142.15

203-441-9

1679

67195|24156

2810

DTXSID0025361

Colorless liquid

2916140000

38.83000

0.8

Glycidyl methacrylate is a colorless liquid with a fruity odor. Floats on water. (USCG, 1999)

1 x 10^-6 g/cm³ @ Temp: 25 °C

-52ºC

189 °C

76ºC

1.449-1.451

H2O: 0.5-1.0 g/100 mL at 20 ºC

Refrigerator

0.582mmHg at 25°C

Relative vapour density (air = 1): 4.9

Fruity odor

Liquid water interfacial tension: (est) 40 dynes/cm= 0.04 N/m at 20 °C; Ratio of specific heats of vapor: (est) 1.043; Heat of polymerization: (est) -900 BTU/lb= -500 cal/g= -20X10+5 J/kg.|Liquid heat capacity: 0.426 BTU/lb-F @ 85 °F; Liquid thermal conductivity: 1.040 BTU-in/hr-sq ft-F at 70 °F; Ideal gas heat capacity: 0.336 BTU/lb-F @ 90 °F.

Flammable. Slightly water soluble.

Epoxides

Polymerizable

Epoxides, such as GLYCIDYL METHACRYLATE, are highly reactive. They polymerize in the presence of catalysts or when heated. These polymerization reactions can be violent. Compounds in this group react with acids, bases, and oxidizing and reducing agents. They react, possibly violently with water in the presence of acid and other catalysts.

III

8

UN 2810

2

R20/21/22; R36/38; R43

S26-S28

OZ4375000

Xn

Store only if stabilized. Cool. Well closed. Keep in the dark. Separated from strong oxidants, strong bases and strong acids. Separated from food and feedstuffs. Store in an area without drain or sewer access. Provision to contain effluent from fire extinguishing.

Unstable. Light sensitive. May be stabilized with around 100ppm MEHQ. Refrigerate.

P201-P260-P280-P305 + P351 + P338-P310

H302 + H332-H311-H314-H317-H341-H350-H360F-H370

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Homopolymers and copolymers of Glycidyl methacrylate are an indirect food additive for use only as a component of adhesives.

Special Hazards of Combustion Products: Irritating vapors are generated when heated (USCG, 1999)|Combustible. Above 61 °C explosive vapour/air mixtures may be formed.

|Danger|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P260, P261, P264, P270, P271, P272, P280, P281, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P308+P313, P310, P312, P314, P321, P322, P330, P333+P313, P361, P363, P403+P233, P405, and P501|H302+H332 (38.52%): Harmful if swallowed or if inhaled [Warning Acute toxicity, oral; acute toxicity, inhalation]|P201, P202, P260, P261, P264, P270, P271, P272, P280, P281, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P307+P311, P308+P313, P310, P312, P321, P322, P330, P332+P313, P333+P313, P337+P313, P361, P362, P363, P405, and P501|Aggregated GHS information provided by 1146 companies from 29 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P280, P301+P312, P305+P351+P338, P330, P337+P313, and P501|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H227: Combustible liquid [Warning Flammable liquids]|P201, P202, P210, P260, P261, P264, P270, P272, P273, P280, P281, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P307+P311, P308+P313, P310, P312, P314, P321, P322, P330, P333+P313, P361, P363, P370+P378, P403+P235, P405, and P501|P201, P202, P210, P260, P261, P264, P270, P272, P280, P281, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P307+P311, P308+P313, P310, P312, P314, P321, P322, P330, P333+P313, P361, P363, P370+P378, P403+P235, P405, and P501

Fires involving this chemical can be controlled using a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)|Use dry powder, carbon dioxide, foam. In case of fire: keep drums, etc., cool by spraying with water.

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

SMALL SPILLS AND LEAKAGE: If you spill this chemical, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with alcohol followed by washing with a strong soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should store this material in a refrigerator. (NTP, 1992)

Polyethylene-coated apron and gloves and close-fitting goggles. (USCG, 1999)|SUITABLE PROTECTIVE CLOTHING & SELF-CONTAINED RESP PROTECTIVE APPARATUS SHOULD BE AVAILABLE FOR USE OF THOSE WHO MAY HAVE TO RESCUE PERSONS OVERCOME BY FUMES. /ACRYLIC ACID & DERIVATIVES/|Polyethylene-coated apron and gloves and close-fitting goggles.

... 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/|SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.|SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.

Irritating to eyes and skin.

Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Collect leaking and spilled liquid in covered containers as far as possible. Do NOT let this chemical enter the environment.

Store only if stabilized. Cool. Well closed. Keep in the dark. Separated from strong oxidants, strong bases and strong acids. Separated from food and feedstuffs. Store in an area without drain or sewer access. Provision to contain effluent from fire extinguishing.

A harmful contamination of the air can be reached very quickly on evaporation of this substance at 20 °C.

The substance is severely irritating to the eyes, skin and respiratory tract.

Repeated or prolonged contact may cause skin sensitization.

NO open flames. Above 61 °C use a closed system and ventilation.

AVOID ALL CONTACT!

Use ventilation, local exhaust or breathing protection.

Protective gloves. Protective clothing.

Wear face shield or eye protection in combination with breathing protection.

LD50 MOUSE ORAL 1.05 G/KG|LD50 RAT ORAL 0.29 G/KG|LD50 MOUSE INTRAPERITONEAL 0.35 G/KG|LD50 RAT INTRAPERITONEAL 0.29 G/KG|For more Non-Human Toxicity Values (Complete) data for GLYCIDYL METHACRYLATE (8 total), please visit the HSDB record page.

Glycidyl methacrylate's production and use in acrylic resins(1) and dental resins(2) 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 10(SRC), determined from a structure estimation method(2), indicates that glycidyl methacrylate is expected to have very high mobility in soil(SRC). Volatilization of glycidyl methacrylate from moist soil surfaces is expected to occur slowly(SRC) given an estimated Henry's Law constant of 3.1X10-7 atm-cu m/mole(SRC), using a fragment constant estimation method(3). Glycidyl methacrylate is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.62 mm Hg(SRC), determined from a fragment constant method(4). Screening tests indicate that glycidyl methacrylate is readily biodegradable; it reached 93-94% of its theoretical BOD in 4 weeks using an activated sludge inoculum(5).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 10(SRC), determined from a structure estimation method(2), indicates that glycidyl methacrylate is not expected to adsorb to suspended solids and sediment in water(SRC). Volatilization from water surfaces is expected to occur slowly(3) based upon an estimated Henry's Law constant of 3.1X10-7 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Volatilization half-lives for a model river and model lake are 140 days and 1000 days, respectively(SRC), using an estimation method(3). According to a classification scheme(5), an estimated BCF of 3(3), from an estimated log Kow of 0.81(6), suggests the potential for bioconcentration in aquatic organisms is low. A base-catalyzed second-order hydrolysis rate constant of 7X10-3 L/mole-sec(SRC) was estimated using a structure estimation method(7); this corresponds to half-lives of 31 yrs and 3 yrs at pH values of 7 and 8, respectively(7). The rate constant estimated for the epoxide does not include neutral hydrolysis rate constant. For some epoxides, the neutral rate constant is the dominant hydrolysis rate at environmental pHs. If the neutral rate constant is important, the estimated hydrolysis rate will under-estimate the actual rate(SRC). Screening tests indicate that glycidyl methacrylate is readily biodegradable; it reached 93-94% of its theoretical BOD in 4 weeks using an activated sludge inoculum(8).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), glycidyl methacrylate, which has an estimated vapor pressure of 0.62 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase glycidyl 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 17 hours(SRC) from its estimated rate constant of 3.1X10-7 cu cm/molecule-sec at 25 °C(3). Because the structurally similar ethyl methacrylate does not absorb light in the environmental spectrum above 290 nm(4), direct photolysis of glycidyl methacrylate is not expected to occur(SRC).

The rate constant for the vapor-phase reaction of glycidyl methacrylate with photochemically-produced hydroxyl radicals has been estimated as 3.1X10-7 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 19 hours at an atmospheric concn of 5X10+5 hydroxyl radicals per cu cm(1). The rate constant for the vapor-phase reaction of glycidyl methacrylate with ozone has been estimated as 1.1X10-17 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 1 day at an atmospheric concn of 7X10+11 molecules/cu cm(1). A base-catalyzed second-order hydrolysis rate constant of 7X10-3 L/mole-sec(SRC) was estimated using a structure estimation method(2); this corresponds to half-lives of 31 yrs and 3 yrs at pH values of 7 and 8, respectively(2). The rate constant estimated for the epoxide does not include neutral hydrolysis rate constant. For some epoxides, the neutral rate constant is the dominant hydrolysis rate at environmental pHs. If the neutral rate constant is important, the estimated hydrolysis rate will under-estimate the actual rate(SRC). Glycidyl methacrylate is not expected to directly photolyze in sunlight(SRC) based upon the lack of absorption of light at wavelengths >290 nm by the structurally similar ethyl methacrylate(3).

An estimated BCF of 3 was calculated for glycidyl methacrylate(SRC), using an estimated log Kow of 0.81(1,SRC) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low.

Using a structure estimation method based on molecular connectivity indices(1), the Koc for glycidyl methacrylate can be estimated to be about 10(SRC). According to a classification scheme(2), this estimated Koc value suggests that glycidyl methacrylate is expected to have very high mobility in soil.

The Henry's Law constant for glycidyl methacrylate is estimated as 3.1X10-7 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that glycidyl methacrylate is expected to volatilize slowly from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as approximately 140 days(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as approximately 1000 days(SRC). Glycidyl methacrylate's Henry's Law constant(1) indicates that volatilization from moist soil surfaces may occur slowly(SRC). Glycidyl methacrylate is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.62 mm Hg(SRC), determined from a fragment constant method(3).

Harmful by inhalation, in contact with skin and if swallowed.|0cupational exposure to glycidyl methacrylate may occur through inhalation and dermal contact with this compound at workplaces where glycidyl methacrylate is produced or used(SRC). The general population may be exposed to glycidyl methacrylate via inhalation and dermal contact with acrylic resins(1) and dental resins(2) containing glycidyl methacrylate.

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/

The liquid irritates eyes about as much as soap. Prolonged contact with skin produces irritation and dermatitis. (USCG, 1999)

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

Fresh air, rest. Half-upright position. Refer for medical attention.

Remove contaminated clothes. Rinse skin with plenty of water or shower. Refer for medical attention .

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Basic treatment: Establish a patent airway. 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 ... . Monitor for shock and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline 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 ... . /Esters and related compounds/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious. Positive-pressure ventilation techniques with a bag-valve-mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias if necessary ... . Start an IV with D5W TKO /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. 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 ... . Consider drug therapy for pulmonary edema ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Esters and related compounds/

Liquid will burn skin and eyes.

2,3-epoxypropyl methacrylate

The substance can be absorbed into the body by inhalation, through the skin and by ingestion.

Cough. Sore throat. Laboured breathing.

Redness. Pain. Skin burns.

Redness. Pain. Burns.

Grades or purity: Technical: 92%|Inhibitor of polymerization: Hydroquinone monomethyl ether: 50 ppm

Adhesive manufacturing|2-Propenoic acid, 2-methyl-, 2-oxiranylmethyl ester: ACTIVE|2-Propenoic acid, 2-methyl-, 2-oxiranylmethyl ester, homopolymer: ACTIVE|XU - indicates a substance exempt from reporting under the Chemical Data Reporting Rule, (40 CFR 711).|METHYL METHACRYLATE, AND IN GENERAL THE METHACRYLIC ESTERS, POLYMERIZE MUCH LESS READILY THAN THE CORRESPONDING ORDINARY ACRYLATES. NONE THE LESS, THEY ARE STABILIZED BY ADDING HYDROQUINONE OR PYROGALLOL, PARTICULARLY IN THE PRESENCE OF METALLIC COPPER. /METHACRYLATES/

THE ELECTRON-IMPACT AND METHANE CHEM-IONIZATION MASS SPECTRA OF SELECTED ACRYLATE AND METHACRYLATE MONOMERS, INCLUDING GLYCIDYL METHACRYLATE, COMMONLY USED IN DENTAL MATERIALS ARE REPORTED AND DISCUSSED. THE TWO IONIZATION MODES COMPLEMENT EACH OTHER, AND TOGETHER THE MASS SPECTRA OFFER ADEQUATE INFORMATION FOR IDENTIFICATION PURPOSES. THE APPLICATION OF THE MASS SPECTRAL METHOD IS DEMONSTRATED ON RESIN-BASED DENTAL MATERIALS WITH IDENTIFICATION OF THE MONOMER CONTENT.|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/