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Home > Encyclopedia > Ethyl methacrylate

Ethyl methacrylate

pharmaceutical raw materials
Ethyl methacrylate structure

Ethyl methacrylate 

structure
  • CAS No:

    97-63-2

  • Formula:

    C6H10O2

  • Chemical Name:

    Ethyl methacrylate

  • Synonyms:

    2-Propenoic acid,2-methyl-,ethyl ester;Methacrylic acid,ethyl ester;Ethyl methacrylate;Ethyl 2-methylacrylate;Ethyl 2-methyl-2-propenoate;Ethyl 2-methylpropenoate;Ethyl α-methylacrylate;Acryester E;NSC 24152;2-Methylacrylic acid ethyl ester;EMA;Light Ester E

  • Categories:

    Cosmetic Ingredient  >  Viscosity Controlling

Description

colourless liquid with an unpleasant odour Ethyl methacrylate is a clear, colorless, and highly flammable liquid that polymerizes but at a slower rate than that of the parent acrylate.


Ethyl methacrylate appears as a colorless moderately toxic liquid with an acrid odor. Flash point of 70°F. Boiling point 278°F. Vapors irritate the eyes and respiratory system. Less dense than water. Not soluble in water. Used to make polymers and other chemicals.|Liquid|COLOURLESS LIQUID WITH CHARACTERISTIC ODOUR.|A colorless moderately toxic liquid with an acrid odor.


Ethyl methacrylate appears as a colorless moderately toxic liquid with an acrid odor. Flash point of 70°F. Boiling point 278°F. Vapors irritate the eyes and respiratory system. Less dense than water. Not soluble in water. Used to make polymers and other chemicals.

Ethyl methacrylate Basic Attributes

114.14200

114.14

202-597-5

80F70CLT4O

0272

24152

2277

DTXSID1025308

Colorless, liquid

2916140000

Characteristics

26.30000

1.12560

Ethyl methacrylate appears as a colorless moderately toxic liquid with an acrid odor. Flash point of 70°F. Boiling point 278°F. Vapors irritate the eyes and respiratory system. Less dense than water. Not soluble in water. Used to make polymers and other chemicals.

0.9135 g/cm3 @ Temp: 20 °C

>-75 °C

117 °C @ Press: 760 Torr

15ºC

1.413-1.415

H2O: 4 g/L (20 ºC)

Refrigerator (+4ºC) + Flammables area

15 mm Hg ( 20 °C)

>3.9 (vs air)

LD50 orally in Rabbit: 14600 mg/kg LD50 dermal Rabbit > 9130 mg/kg

Lower flammable limit: 1.8% by volume

vol% in air: 1.8

Acrid odor

Henry's Law constant = 5.7X10 atm-cu m/mol at 25 °C (est)

Conversion factors (wt/vol): 4.66 mg/cu m is equivalent to 1 ppm|Heat capacity: 1.9 J/(g deg K) at 5.0 mm Hg; Heat of polymerization: 57.7 kJ/mol at 5.0 mm Hg|Thermal stability ranking of hazardous organic compounds: rank 204 on a scale of 1 (highest stability) to 320 (lowest stability)|Readily polymerized|Hydroxyl radical reaction rate constant = 2.0X10-11 cu cm/molec-sec at 25 °C (est)

Highly flammable. A very dangerous fire and explosion hazard. Not soluble in water.

Acrylates and Acrylic Acids

Highly Flammable

May polymerize if heated for prolonged periods or accidentally contaminated. If polymerization takes place inside a container, the container may violently rupture. Can react with oxidizing materials. When heated to decomposition it emits irritating fumes and acrid smoke [Sax, 9th ed., 1996, p. 1576].

740 °F (USCG, 1999)|393 °C|450 °C

-7.040 cal/g (-294X10+5 J/kg; 12.670 Btu/lb)

Lower flammable limit: 1.8% by volume

The vapour mixes well with air, explosive mixtures are easily formed. Vapours are uninhibited and may polymerize, causing blockage of vents.

96 cal/g (4.0X10+5 J/kg; 170 Btu/lb)

Safety Information

II

3

UN 2277

1

R11; R36/37/38; R43

S16-S29-S33-S9

OZ4550000

F; Xi

Fireproof. Separated from strong oxidants. Cool. Keep in the dark. Store only if stabilized.

Polymerizes in the presence of light or heat. Incompatible with peroxides, oxidizing agents, bases, acids, reducing agents, halogens and amines. Flammable.

P210-P261-P280-P305 + P351 + P338

H225-H315-H317-H319-H335

Generators of waste (equal to or greater than 100 kg/mo) containing this contaminant, EPA hazardous waste number U118, must conform with USEPA regulations in storage, transportation, treatment and disposal of waste.|A good candidate for fluidized bed incineration at a temperature range of 450 to 980 °C and residence times of seconds for liquids and gases, and longer for solids. A good candidate for rotary kiln incineration at a temperature range of 820 to 1,600 °C and residence times of seconds for liquids and gases, and hours for solids.

Forms explosive mixture with air. Incompatible with strong acids, amines, ozidizers. Corrodes some metals.

European Commission, ESIS; IUCLID Dataset, Methyl methacrylate (80-62-6) (2000 CD-ROM edition) contains information on use, toxicology, and environmental effects of this chemical as supplied to the European Union by industry.[Available from, as of February 24, 2010: http://esis.jrc.ec.europa.eu/]|Organization for Economic Cooperation and Development; Screening Information Data Set for Short Chain Alkyl Methacrylates, CAS Nos. 97-63-2, 97-86-9, 97-88-1, 688-84-6 (April 2004). This OECD Initial Assessment of HPV Chemicals is part of a series of OECD SIDS documents published by UNEP Chemicals to facilitate the access to information needed for health and environmental risk assessments of chemicals.[Available from, as of February 16, 2010: http://www.oecd.org/document/63/0,2340,en_2649_34379_1897983_1_1_1_1,00.html]|Cosmetic Ingredient Review Expert Panel; Int J Toxicol 21 (Suppl 1): 63-79 (2002). This report is supported by an industry association to evaluate the safety of chemicals used in cosmetics.

Behavior in Fire: Sealed containers may rupture explosively if hot. Heat can cause a violent polymerization reaction with rapid release of energy. Vapors are heavier than air and can travel to a source of ignition and flash back. (USCG, 1999)|Highly flammable. Vapour/air mixtures are explosive.|Flammable - 3rd degree, Reactive - 2nd degree

|Danger|H225: Highly Flammable liquid and vapor [Danger Flammable liquids]|P210, P233, P240, P241, P242, P243, P261, P264, P271, P272, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P312, P321, P332+P313, P333+P313, P337+P313, P362, P363, P370+P378, P403+P233, P403+P235, P405, and P501|H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]|Aggregated GHS information provided by 1188 companies from 20 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|P210, P233, P240, P241, P242, P243, P261, P271, P272, P280, P302+P352, P303+P361+P353, P304+P312, P304+P340, P312, P321, P333+P313, P363, P370+P378, P403+P233, P403+P235, P405, and P501

Excerpt from ERG Guide 130P [Flammable Liquids (Water-Immiscible / Noxious)]: As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. LARGE SPILL: Consider initial downwind evacuation for at least 300 meters (1000 feet). 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)

Excerpt from ERG Guide 130P [Flammable Liquids (Water-Immiscible / Noxious)]: ELIMINATE all ignition sources (no smoking, flares, sparks or flames in immediate area). All equipment used when handling the product must be grounded. Do not touch or walk through spilled material. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. A vapor-suppressing foam may be used to reduce vapors. Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers. Use clean, non-sparking tools to collect absorbed material. LARGE SPILL: Dike far ahead of liquid spill for later disposal. Water spray may reduce vapor, but may not prevent ignition in closed spaces. (ERG, 2016)

Impervious gloves; splash goggles; self-contained breathing apparatus if exposed to vapors; coveralls (USCG, 1999)|Suitable protective clothing and self-contained respiratory protective apparatus should be available ... /Acrylic acid deriv/|Breakthrough times of ethyl methacrylate through chlorinated polyethylene are less (usually significantly less) than one hour reported by (normally) two or more testers. /Ethyl methacrylate/

A very dangerous fire and explosion hazard when exposed to heat, sparks, or flame; can react with oxidizing materials.|The low flash points of the lower methacrylates create a fire hazard, & these compounds can form explosive mixtures with air ... /Methacrylates/

1.8% to saturation|A very dangerous ... explosion hazard when exposed to heat, sparks, or flame ...|Explosive limits , vol% in air: 1.8-?

Use dry chemical, carbon dioxide, or alcohol foam extinguishers. Vapors are heavier than air and will collect in low areas. Vapors may travel long distances to ignition sources and flashback. Vapors in confined areas may explode when exposed to fire. Containers may explode in fire. Storage containers and parts of containers may rocket great distances, in many directions. If material or contaminated runoff enters waterways, notify downstream users of potentially contaminated waters. Notify local health and fire officials and pollution control agencies. From a secure, explosion-proof location, use water spray to cool exposed containers. If cooling streams are ineffective (venting sound increases in volume and pitch, tank discolors or shows any signs of deforming), withdraw immediately to a secure position.|If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Solid streams of water may spread fire. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use foam, dry chemical, or carbond dioxide. Evacuation: If fire becomes uncontrollable or container is exposed to direct flame, consider evacuation of 1/3 mile radius.|Evacuation: If fire becomes uncontrollable or container is exposed to direct flame, consider evacuation of 1/3 mile radius.

Vapors are heavier than air and can travel back to a source of ignition and flash back.

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.|Spill Handling: Evacuate and restrict persons not wearing protective equipment from area of spill or leak until cleanup is complete. Remove all ignition sources. Establish forced ventilation to keep levels below explosive limit. Absorb liquids in vermiculite, dry sand, earth, peat, carbon, or a similar material and deposit in sealed containers. Keep ethyl methacrylate out of a confined space, such as a sewer, because of the possibility of an explosion, unless the sewer is designed to prevent the build-up of explosive concentrations. It may be necessary to contain and dispose of this chemical as a hazardous waste. If material or contaminated runoff enters waterways, notify downstream users of potentially contaminated waters.

SRP: The scientific literature for the use of contact lenses by industrial workers is inconsistent. The benefits 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 a manner that results in no direct personal contact by personnel who handle, dispose of, or clean the clothing. Quality assurance procedures to confirm the efficacy of the cleaning procedures should be implemented prior to the decontaminated protective clothing being returned for reuse by the workers. Contaminated clothing (including shoes/socks) should not be taken home at end of shift, but should remain at employee's place of work for cleaning.|SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants. Ensure that the local ventilation moves the contaminant away from the worker.|... Inhalation & skin contact should be avoided. /Methacrylates/|For more Preventive Measures (Complete) data for Ethyl methacrylate (9 total), please visit the HSDB record page.

/GUIDE 130P: FLAMMABLE LIQUIDS (NON-POLAR/WATER-IMMISCIBLE/NOXIOUS)/ Fire or Explosion: HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Those substances designated with a "P" may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water. /Ethyl methacrylate; Ethyl methacrylate, stabilized/|/GUIDE 130P: FLAMMABLE LIQUIDS (NON-POLAR/WATER-IMMISCIBLE/NOXIOUS)/ Health: May cause toxic effects if inhaled or absorbed through skin. Inhalation or contact with material may irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution. /Ethyl methacrylate; Ethyl methacrylate, stabilized/|/GUIDE 130P: FLAMMABLE LIQUIDS (NON-POLAR/WATER-IMMISCIBLE/NOXIOUS)/ Public Safety: CALL Emergency Response Telephone Number ... As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate closed spaces before entering. /Ethyl methacrylate; Ethyl methacrylate, stabilized/|/GUIDE 130P: FLAMMABLE LIQUIDS (NON-POLAR/WATER-IMMISCIBLE/NOXIOUS)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Structural firefighters' protective clothing will only provide limited protection. /Ethyl methacrylate; Ethyl methacrylate, stabilized/|For more DOT Emergency Guidelines (Complete) data for Ethyl methacrylate (8 total), please visit the HSDB record page.

No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./|The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials.|The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article.

Vapors are irritating to eyes and respiratory system.|A skin irritant.

Remove all ignition sources. Evacuate danger area! Consult an expert! Personal protection: chemical protection suit and filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Ventilation. Collect leaking liquid in sealable containers. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations.

Fireproof. Separated from strong oxidants. Cool. Keep in the dark. Store only if stabilized.

No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.

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

Repeated or prolonged contact may cause skin sensitization.

NO open flames, NO sparks and NO smoking. NO contact with strong oxidizing agents. Closed system, ventilation, explosion-proof electrical equipment and lighting. Do NOT use compressed air for filling, discharging, or handling.

AVOID ALL CONTACT!

Use ventilation. Use local exhaust or breathing protection.

Protective clothing. Protective gloves.

Wear safety goggles or eye protection in combination with breathing protection.

| 2 - Materials that, under emergency conditions, can cause temporary incapacitation or residual injury.| 3 - Liquids and solids that can be ignited under almost all ambient temperature conditions. Materials produce hazardous atmospheres with air under almost all ambient temperatures or, though unaffected by ambient temperatures, are readily ignited under almost all conditions.| 2 - Materials that readily undergo violent chemical changes at elevated temperatures and pressures.

U118; A toxic waste when a discarded commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product.

Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 1000 lb or 454 kg. The toll free number of the NRC is (800) 424-8802. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV.D.3.b).

U118; As stipulated in 40 CFR 261.33, when ethyl methacrylate, as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to Federal and/or State hazardous waste regulations. Also defined as a hazardous waste is any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5).

Toxicity

The estimated human fatal dose may be about 5.4 g/kg.

LD50 Rabbit dermal >9.1 g/kg|LD50 Rat oral 14,800 mg/kg|LC50 Rat inhalation 8300 ppm/4 hr|LC50 Rat inhalation 11,605 ppm (55 mg/L)/4 hr (OECD 403)|For more Non-Human Toxicity Values (Complete) data for Ethyl methacrylate (7 total), please visit the HSDB record page.

Ethyl methacrylate's production and use in acrylic polymers used to build automotive, aerospace, and furniture components, and in the manufacture of paint and coatings; in ethyl methacrylate polymers used in making dentures, contact lenses, and artificial fingernails(1); and as a chemical intermediate(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 17(SRC), determined from a structure estimation method(2), indicates that ethyl methacrylate is expected to have very high mobility in soil(SRC). Volatilization of ethyl methacrylate from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 5.7X10-4 atm-cu m/mole(SRC), derived from its vapor pressure, 20.6 mm Hg(3), and water solubility, 5,400 mg/L(4). Ethyl methacrylate is expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(3). Ethyl methacrylate has reported biodegradation rates of 69% and 79% in 28 days utilizing the Closed Bottle test(5,6) indicating that it is readily biodegradable in soil(SRC).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 17(SRC), determined from a structure estimation method(2), indicates that ethyl methacrylate is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 5.7X10-4 atm-cu m/mole(SRC), derived from its vapor pressure, 20.6 mm Hg(4), and water solubility, 5,400 mg/L(5). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 5 hours and 5 days, respectively(SRC). According to a classification scheme(6), an estimated BCF of 9(SRC), from its log Kow of 1.94(7) and a regression-derived equation(8), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Hydrolysis is not expected to be an important process(SRC) based on estimated hydrolysis half-lives of 68 and 6.8 years at pHs 7 and 8, respectively(9). Ethyl methacrylate has reported biodegradation rates of 69% and 79% in 28 days utilizing the Closed Bottle test(10,11) indicating that it is readily biodegradable in water(SRC).

The rate constant for the vapor-phase reaction of ethyl methacrylate with photochemically-produced hydroxyl radicals has been estimated as 2.0X10-11 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 concentration of 5X10+5 hydroxyl radicals per cu cm(1). The rate constant for the vapor-phase reaction of ethyl 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 1 day at an atmospheric concentration of 7X10+11 ozone molecules per cu cm(2). A base-catalyzed second-order hydrolysis rate constant of 3.2X10-3 L/mole-sec(SRC) was estimated using a structure estimation method(3); this corresponds to half-lives of 68 and 6.8 years at pH values of 7 and 8, respectively(3). Ethyl methacrylate does not absorb light at wavelengths >290 nm (wavelength max = 242 nm(4)) and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).

An estimated BCF of 9 was calculated in fish for ethyl methacrylate(SRC), using a log Kow of 1.94(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 ethyl methacrylate can be estimated to be 17(SRC). According to a classification scheme(2), this estimated Koc value suggests that ethyl acrylate is expected to have very high mobility in soil.

The Henry's Law constant for ethyl methacrylate is estimated as 5.7X10-4 atm-cu m/mole(SRC) derived from its vapor pressure, 20.6 mm Hg(1), and water solubility, 5,400 mg/L(2). This Henry's Law constant indicates that ethyl methacrylate is expected to volatilize from water surfaces(3). 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)(3) is estimated as 5 hours(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(3) is estimated as 5 days(SRC). Ethyl methacrylate's estimated Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). The potential for volatilization of ethyl methacrylate from dry soil surfaces may exist(SRC) based upon its vapor pressure(1).

GROUNDWATER: Ethyl methacrylate was not detected (detection limit 0.278 ug/L) in 78 wells (15 agricultural, 30 new urban, 20 old urban, 13 undeveloped) from Kirkwood-Cohansey aquifer system in NJ(1).

According to the 2006 TSCA Inventory Update Report, the number of persons reasonably likely to be exposed in the industrial manufacturing, processing, and use for ethyl methacrylate is 1000 or greater; the data may be greatly underestimated(1).|NIOSH (NOES Survey 1981-1983) has statistically estimated that 4,644 workers (1,584 of these were female) were potentially exposed to ethyl methacrylate in the US(1). Occupational exposure to ethyl methacrylate may occur through inhalation and dermal contact with this compound at workplaces where ethyl methacrylate is produced or used. The general population may be exposed to ethyl methacrylate via inhalation or dermal contact with furniture surface coatings or artificial fingernail products containing ethyl methacrylate(SRC).|Nail sculpturing is the major exposure to ethyl methacrylate for both workers and the general population(1). In 1993 there were 190,000 licenced technicians, in 2003 there were 372,000(1). Ethyl acrylate was detected in 52 of 70 atmospheric samples taken in 22 salons near 32 technicians with concns of 0.09-3.22 ppm, samples were taken March to July 2005 in Norway(1). The mean time weighted average concentration exposure of 17 female fingernail sculptors to ethyl methacrylate was determined to be 4.5 ppm(2). Ethyl methacrylate vapors were detected in the personal air space of nail sculptors in Springdale, OH at a maximum concentration of 7 ppm, well below the NIOSH recommended exposure limit criteria of 100 ppm for the structurally similar methyl methacrylate(3).

Drug Information

Methyl methacrylate and other short chain alkyl-methacrylate esters are initially hydrolyzed by non-specific carboxylesterases to methacrylic acid and the structurally corresponding alcohol in several tissues. /Short chain alkyl-methacrylate esters/|Methacrylate esters can conjugate with glutathione (GSH) in vitro, although they show a low reactivity, since the addition of a nucleophile at the double bond is hindered by the alpha-methyl side-group ... Hence, ester hydrolysis is considered to be the major metabolic pathway for alkyl-methacrylate esters, with GSH conjugation only playing a minor role in their metabolism, and then possibly only when very high tissue concentrations are achieved. /Short chain alkyl-methacrylate esters/|Acrylates and methacrylates are detoxified predominantly via conjugation with glutathione via the Michael addition reaction or glutathione-S-transferase. They are also likely to be hydrolyzed via carboxylesterases. The lower molecular weight esters are rapidly metabolized and eliminated, therefore, will not likely cause cumulative toxicity.|Small quantities of methacrylates may readily be metabolized by saponification into the alcohol & methacrylic acid. The latter may form an acetyl CoA derivative, which then enters the normal lipid metabolism. /Methacrylates/|For more Metabolism/Metabolites (Complete) data for Ethyl methacrylate (6 total), please visit the HSDB record page.

Typical impurities include Methyl Acrylic Acid (MAA) (CAS 79-41-4) or MMA (CAS 80-62-6) (depending whether the direct esterification or trans-esterification route is used), the unreacted alcohol and water. In the case of EMA produced by the trans-esterification route, methyl- and ethyl acetate are present as minor impurities rather than ethanol.

Inhalation may cause irritation of the mucous membrane. Ingestion causes irritation of mouth and stomach. Contact with liquid irritates eyes and skin. (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. Refer for medical attention.


Remove contaminated clothes. Rinse and then wash skin with water and soap. Refer for medical attention .


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

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/|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. Provide a low-stimulus environment. Monitor for shock and treat if necessary ... . Anticipate seizures 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 ... . Treat frostbite by rapid rewarming ... . /Esters and related compounds/|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. 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 ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Esters and related compounds/

/HUMAN EXPOSURE STUDIES/ ... In 542 dermatitis patients given covered patch tests with 1% EMA or 1% nBMA in petrolatum, one individual responded to EMA and another to both EMA and nBMA ... No reactions were seen in 22 contact dermatitis patients given 24-hr covered patch tests with esters within the category at a concentration of 1% in petrolatum ... The contact dermatitis of many of the tested individuals was attributed to (meth)acrylate exposure ... The prevalence of positive clinical challenge responses /was reported/ in dental clinicians that had been referred with dermatitis and suspected of having allergy to (meth)acrylates as 1.2% (51/4221) for MMA, 0.7% (16/2323) for EMA and 0.3% (1/347) for BMA ... The prevalence in a similar, pre-selected clinical cohort /was reported/ as 0.8% (9/1161) for MMA and 0.3% (2/625) for EMA ... The prevalence of positive clinical challenge tests in patients referred with dermatitis with previous contact with (meth)acrylates was reported as 4.8% (17/352) for MMA, 4.4% (11/246) for EMA and 0.6% (2/331) for BMA ... Cross-reactivity with common acrylates (i.e. between methacrylates and acrylates) has not been observed ... and methacrylic acid, the common hydrolysis product for these methacrylate esters, is not a contact allergen ... /Short chain alkyl-methacrylate esters/|/HUMAN EXPOSURE STUDIES/ Ethyl Methacrylate was tested on 542 dermatitis patients using either the A1-Test (Imeco Agency, Sweden) or the Finn Chamber method. Each subject was exposed for 48 hours to 1% Ethyl Methacrylate in petrolatum, and scoring was conducted at 48 and 96 hours. Only one subject developed signs of irritation. Four subjects who were sensitive to methyl methacrylate were also tested with Ethyl Methacrylate. No cross-reactions were observed ...|/SIGNS AND SYMPTOMS/ ... Acrylates ... have the potential to cause respiratory symptoms, most commonly asthma.|For more Human Toxicity Excerpts (Complete) data for Ethyl methacrylate (15 total), please visit the HSDB record page.

ethyl methacrylate monomer

The substance can be absorbed into the body by inhalation of its vapour.

Sore throat. Cough.


Redness. Pain.


Watering of the eyes. Redness. Pain.

Ethyl methacrylate Use and Manufacturing

Methods of Manufacturing

Reaction of methacrylic acid or methyl methacrylate with ethyl alcohol in the presence of a mineral acid.|... Made by a reaction between ethanol and methyl methacrylate (transesterification). The catalyst is sodium alcoolate. Extraction by methanol.|Commercial production of ... methacrylates, which began in ... 1933 ... from acetone cyanohydrin (ACN) involved conversion of acetone cyanohydrin to alpha-hydroxybutyrate ester followed by dehydration to the methacrylate with phosphorus pentachloride (PCl5). In 1934, a process was patented for converting acetone cyanohydrin to methacrylamide sulfate which is hydrolyzed & esterfied to the methacrylate ester; this process forms the basis for all contemporary commercial methacrylate production. /Methacrylates/

Uses

Ethyl methacrylate is used to make polymers, which in turn are used for building, automotive, aerospace, and furniture industries.


Intermediates

Production

2-Propenoic acid, 2-methyl-, ethyl ester is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).|Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#3110]|Production volume for non-confidential chemicals reported under the 2006 Inventory Update Rule. Chemical: 2-Propenoic acid, 2-methyl-, ethyl ester. Aggreated National Production Volume: 1 to < 10 million lbs.

Automotive coatings 63%, nail sculpturing 16%, inks 11%, dental products 7%, others 3%|The most important products prepared from methacrylate compounds are polymers. The physical properties of polymers of methacrylate esters can be modified for different uses by suitable changes in the alkyl portion of the molecule, eg, by varying carbon chain length or by introducing a functional group. The largest use of methacrylates is in plastics. /Methacrylate compounds/

Grade: Technical (inhibited).|Typical inhibitor, 15 ppm monomethyl ether of hydroquinone|Commercial products contain hydroquinone methyl ester or similar polymerization inhibitors.|Rhoplex AC-33 (Rohm and Haas)

Paint and coating manufacturing|2-Propenoic acid, 2-methyl-, ethyl ester: ACTIVE|Alkyl mercury compounds have been used as seed disinfectants and for fungicides. They have also been used in organic synthesis. /Mercury alkyl compounds/|... Polymerized esters /of methacrylic acids/ ... especially the methyl, ethyl, and butyl esters, are known under trade names of "lucite", "plexiglass", and "perspex" ... widely used as substitutes for glass ...|Methacrylic acid ... was prepared in 1865 from ethyl methacrylate which was obtained by dehydrating ethyl alpha-hydroxyisobutyrate.|Soft polymers for coating dental prostheses consist of copolymers of 10-50% of an alkyl or alkoxyalkyl ester of acrylic or methacrylic acid & 50-90% of a polymerizable butadiene polymer having an average of approx 2 ethylenically unsaturated end groups. At one step in preparation of the soft polymer, the resultant resin was mixed with 30 wt % ethyl methacrylate & the mixture combined with a dispersion of benzoyl peroxide in oleic acid. The composition was placed on dental prothesis in a thin layer & hardened overnight in a dry oven at 100 °C.

Method: USGS-NWQL O-4127-96; Procedure: gas chromatography/mass spectrometry; Analyte: ethyl methacrylate; Matrix: surface- or ground-water; Detection Limit: 0.378 ug/L.|Method: EPA-OSW 8260B; Procedure: gas chromatography/mass spectrometry (GC/MS); Analyte: ethyl methacrylate; Matrix: various; Detection Limit: not provided.|Method: EPA-OSW 5030C; Procedure: purge-and-trap; Analyte: ethyl methacrylate; Matrix: water; Detection Limit: not provided.|Method: EPA-NERL 524.2; Procedure: gas chromatography/mass spectrometry; Analyte: ethyl methacrylate; Matrix: surface water, ground water, and drinking water in any stage of treatment; Detection Limit: 0.028 ug/L.|For more Analytic Laboratory Methods (Complete) data for Ethyl methacrylate (14 total), please visit the HSDB record page.

Food additives -> Flavoring Agents|Fire Hazards -> Flammable - 3rd degree, Reactive - 2nd degree|Cosmetics -> Binding; Viscosity controlling

Flavoring Agents

Computed Properties

Molecular Weight:114.14
XLogP3:1.9
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:114.068079557
Monoisotopic Mass:114.068079557
Topological Polar Surface Area:26.3
Heavy Atom Count:8
Complexity:105
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Downstream Products

Price Analysis

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  • Data: 2026-08-24
  • Price: 31000.00Yuan/ton
  • Change: 0

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