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Home > Encyclopedia > Isobutyl methacrylate

Isobutyl methacrylate

Isobutyl methacrylate structure

Isobutyl methacrylate 

structure
  • CAS No:

    97-86-9

  • Formula:

    C8H14O2

  • Chemical Name:

    Isobutyl methacrylate

  • Synonyms:

    2-Propenoic acid,2-methyl-,2-methylpropyl ester;Methacrylic acid,isobutyl ester;Isobutyl methacrylate;Isobutyl α-methylacrylate;2-Methylpropyl methacrylate;Isobutyl 2-methyl-2-propenoate;NSC 18607;I 205 (methacrylate);I 205;Light Ester IB;Plexigum Q 611;Acryester IB;Blemmer IBMA;Visiomer i-BMA;2-Methyl-acrylic acid isobutyl ester;2-Methylpropyl 2-methylprop-2-enoate;266675-13-2

  • Categories:

    Cosmetic Ingredient  >  Film Forming

Description

colourless liquid Isobutyl methacrylate is a colorless and moderately flammable liquid.


Isobutyl methacrylate is a colorless liquid with a flash point of 120°F. When heated to high temperatures it may release acrid smoke and fumes. If it is subjected to heat for prolonged periods or becomes contaminated, it is subject to polymerization. If the polymerization takes place inside a container, the container may violently rupture. The vapors are heavier than air. It may be irritating to skin and eyes and produce a narcotic effect. It is used in making acrylic resins.|Liquid


Isobutyl methacrylate is a colorless liquid with a flash point of 120°F. When heated to high temperatures it may release acrid smoke and fumes. If it is subjected to heat for prolonged periods or becomes contaminated, it is subject to polymerization. If the polymerization takes place inside a container, the container may violently rupture. The vapors are heavier than air. It may be irritating to skin and eyes and produce a narcotic effect. It is used in making acrylic resins.

Isobutyl methacrylate Basic Attributes

142.2

142.20

202-613-0

V11534UYZ0

18607

2283

DTXSID3025461

Liquid

29161290

Characteristics

26.3

2.66

Clear colorless Liquid

0.8858 g/cm3 @ Temp: 20 °C

-37 °C

155 °C @ Press: 760 Torr

107 °F

1.421

soluble in water at 20°C, 2g/L

Flammables area

3.5 mm Hg ( 20 °C)

3.82 (vs air)

Lower explosive limit: approximately 1.0% by volume in air; Upper explosive limit: approximately 7.4% by volume in air

Henry's Law constant = 5.2X10-4 atm-cu m/mole at 25 °C (est)

Hydroxyl radical reaction rate constant = 2.3X10-11 cu cm/molecule-sec at 25 °C at 25 °C (est)

Flammable. This compound is sensitive to heat, air and light.

Acrylates and Acrylic Acids

Highly Flammable

ISOBUTYL METHACRYLATE is an acrlate ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides. This compound polymerizes readily. (NTP, 1992)

390 °C

Safety Information

III

3

UN 2283 3/PG 3

1

10-36/37/38-43-50

24-37-61

OZ4900000

Xi,N

Light, heat and air sensitive. Polymerizes readily. Combustible. Incompatible with strong oxidizing agents.

P261-P273-P280-P305 + P351 + P338

H226-H315-H317-H319-H335-H400

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.|Options for the disposal of waste or spilled material: large quantities can be returned to the manufacturer for recycle. Small quantities may be incinerated under controlled conditions in incinerators suitable for methacrylates. Combustion products include carbon monoxide, carbon dioxide, and water. The product must be disposed of as special waste in accordance with regulations for special waste.

European Commission, ESIS; IUCLID Dataset, Isobutyl methacrylate (97-86-9) (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 22, 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]

Special Hazards of Combustion Products: Thermal decomposition may yield oxides of carbon. Behavior in Fire: Combustible liquid. Sealed containers may rupture explosively when exposed to heat, due to polymerization. (USCG, 1999)|Flammable - 2nd degree, Reactive - 2nd degree

|Warning|H226: Flammable liquid and vapor [Warning Flammable liquids]|P210, P233, P240, P241, P242, P243, P261, P264, P271, P272, P280, P302+P352, P303+P361+P353, P304+P340, P312, P321, P332+P313, P333+P313, P362, P363, P370+P378, P403+P233, P403+P235, P405, and P501|H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]|P210, P233, P240, P241, P242, P243, P261, P264, P271, P272, P273, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P312, P321, P332+P313, P333+P313, P337+P313, P362, P363, P370+P378, P391, P403+P233, P403+P235, P405, and P501|Aggregated GHS information provided by 1389 companies from 34 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|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|P210, P233, P240, P241, P242, P243, P261, P264, P271, P273, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P370+P378, P403+P233, P403+P235, P405, and P501|P210, P233, P240, P241, P242, P243, P264, P280, P302+P352, P303+P361+P353, P321, P332+P313, P362, P370+P378, P403+P235, 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)

Wear self-contained positive pressure breathing apparatus and full protective clothing. (USCG, 1999)|Suitable protective clothing and self-contained respiratory protective apparatus should be available for use of those who may have to rescue persons overcome by fumes. /Acrylic acid and derivatives/

Flammable when exposed to heat or flame.

Lower explosive limit: approximately 1.0% by volume in air; Upper explosive limit: approximately 7.4% by volume in air

If material on fire or involved in fire: Use water in flooding quantities as fog. Do not extinguish fire unless flow can be stopped. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use foam, dry chemical, or carbon dioxide. /Isobutyl methacrylate, stabilized/|Wear positive pressure self-contained breathing apparatus when fighting fires involving this material. /Isobutyl methacrylate, stabilized/

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.

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.|... 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/|If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Attempt to stop leak if without undue personnel hazard. /Isobutyl methacrylate, stabilized/|Personnel protection: Avoid breathing vapors. Keep upwind. Avoid bodily contact with the meterial. Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amt of water or soap and water ... If contact with the material anticipated, wear appropriate chemical protective clothing. /Isobutyl methacrylate, stabilized/

/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. /Isobutyl methacrylate; Isobutyl 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. /Isobutyl methacrylate; Isobutyl 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. /Isobutyl methacrylate; Isobutyl 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. /Isobutyl methacrylate; Isobutyl methacrylate, stabilized/|For more DOT Emergency Guidelines (Complete) data for Isobutyl 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.

Irritating to ... respiratory system ... .

Toxicity

LD50 Rat oral 9590 mg/kg|LD50 Rat ip 981 - 1568 mg/kg bw|LD50 Mouse oral 11,990 mg/kg|LD50 Mouse ip 1340 mg/kg|For more Non-Human Toxicity Values (Complete) data for Isobutyl Methacrylate (6 total), please visit the HSDB record page.

Isobutyl methacrylate's production and use as a monomer for acrylic resins(1) and in hydrogel contact lenses(2) may result in its release to the environment through various waste streams(SRC).

TERRESTRIAL FATE: Based on a classification scheme(1), Koc values of 1480-3920(2) indicate that isobutyl methacrylate is expected to have low to slight mobility in soil(SRC). Volatilization of isobutyl methacrylate from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 5.2X10-4 atm-cu m/mole(SRC), based upon its vapor pressure, 3.63 mm Hg(3), and water solubility, 1300 mg/L(4). Isobutyl methacrylate is expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(3). Data are conflicting using standardized biodegradation tests. Utilizing the modified Japanese MITI test, isobutyl methacrylate reached 33% of its theoretical BOD after 28 days(11), while in the OECD 301D Method (Closed Bottle Test) isobutyl methacrylate was found to biodegrade 74% in 28 days(2).|AQUATIC FATE: Based on a classification scheme(1), Koc values of 1480-3920(2) indicate that isobutyl methacrylate is 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 5.2X10-4 atm-cu m/mole(SRC), derived from its vapor pressure, 3.63 mm Hg(4), and water solubility, 1300 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 5.5 hours and 5.3 days, respectively(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The estimated volatilization half-life from a model pond is 15-37 days if adsorption is considered(6). According to a classification scheme(7), an estimated BCF of 27(SRC), from its log Kow of 2.66(8) and a regression-derived equation(9), 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 130 and 13 years at pHs 7 and 8, respectively(10). Data are conflicting using standardized biodegradation tests. Utilizing the modified Japanese MITI test, isobutyl methacrylate reached 33% of its theoretical BOD after 28 days(11). In the OECD 301D Method (Closed Bottle Test) isobutyl methacrylate was found to biodegrade 74% in 28 days using a sewage inoculum(2).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), isobutyl methacrylate, which has a vapor pressure of 3.63 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase isobutyl 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), calculated from its rate constant of 2.3X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Vapor-phase isobutyl methacrylate is also degraded in the atmosphere by reaction with ozone(SRC); the half-life for this reaction in air is estimated to be 1 day(SRC), calculated from its rate constant of 1.1X10-17 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Isobutyl 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 rate constant for the vapor-phase reaction of isobutyl methacrylate with photochemically-produced hydroxyl radicals has been estimated as 2.3X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 17 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). The rate constant for the vapor-phase reaction of isobutyl 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 1.8X10-3 L/mole-sec(SRC) was estimated using a structure estimation method(3); this corresponds to half-lives of 130 and 13 years at pH values of 7 and 8, respectively(3). Isobutyl 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).

An estimated BCF of 26 was calculated in fish for isobutyl methacrylate(SRC), using a log Kow of 2.66(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).

The Koc of isobutyl methacrylate has been reported as 1480-3920(1). According to a classification scheme(2), these Koc values suggest that isobutyl methacrylate is expected to have low to slight mobility in soil.

The Henry's Law constant for isobutyl methacrylate is estimated as 5.2X10-4 atm-cu m/mole(SRC) derived from its vapor pressure, 3.63 mm Hg(1), and water solubility, 1300 mg/L(2). This Henry's Law constant indicates that isobutyl 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 5.5 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 5.3 days(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The estimated volatilization half-life from a model pond is 15-37 days if adsorption is considered(4). Isobutyl methacrylate's estimated Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). The potential for volatilization of isobutyl methacrylate from dry soil surfaces may exist(SRC) based upon its vapor pressure(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 isobutyl methacrylate is 1000 or greater; the data may be greatly underestimated(1).|NIOSH (NOES Survey 1981-1983) has statistically estimated that 9967 workers (1776 of these were female) were potentially exposed to isobutyl methacrylate in the US(1). Occupational exposure to isobutyl methacrylate may occur through inhalation and dermal contact with this compound at workplaces where isobutyl methacrylate is produced or used. Use data indicate that the general population may be exposed to isobutyl methacrylate via inhalation or dermal contact with acrylic resins, or exposure to other consumer products containing isobutyl methacrylate(SRC).

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/|IBMA, like MMA, is supposed to be rapidly metabolized by body carboxylesterases. Hydrolysis of IBMA yields methacrylic acid and iso-butanol which are further metabolized by physiological pathways, methacroyl CoA being a physiological substrate of the valine pathway.|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.|For more Metabolism/Metabolites (Complete) data for Isobutyl Methacrylate (7 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.

May be harmful if inhaled; may cause dizziness or suffocation. Irritating to skin and eyes. Harmful if swallowed. (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)

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/

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

Baxter snap

Isobutyl methacrylate Use and Manufacturing

Methods of Manufacturing

The esterification of methacrylic acid and isobutanol is catalyzed by sulfuric acid, and then the finished product is obtained by distillation. Methacrylic acid is made from acetone cyanohydrin.

Uses

Suitable for resins, coatings, adhesives


Intermediates


Paints and coatings

Production

10,000,000 - 50,000,000 lb|(1981) Probably > 2.27 X 10+6 g|(1982) Probably > 2.27 X 10+6 g|2-Propenoic acid, 2-methyl-, 2-methylpropyl 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#5360]|Production volume for non-confidential chemicals reported under the 2006 Inventory Update Rule. Chemical: 2-Propenoic acid, 2-methyl-, 2-methylpropyl ester. Aggreated National Production Volume: 10 to < 50 million lbs.

Automotive coatings 63% (13% is after market), other lacquers and enamels 37%

Contains 25 ppm hydroquinone monomethyl ether as inhibitor.

All other basic organic chemical manufacturing|2-Propenoic acid, 2-methyl-, 2-methylpropyl ester: ACTIVE|2-Propenoic acid, 2-methyl-, 2-methylpropyl ester, homopolymer: ACTIVE|XU - indicates a substance exempt from reporting under the Chemical Data Reporting Rule, (40 CFR 711).|Alkyl mercury compounds have been used as seed disinfectants and for fungicides. They have also been used in organic synthesis. /Mercury alkyl compounds/|Methyl methacrylate, and in general the methacrylic esters, polymerize much less readily than the corresponding ordinary acrylates. Nonetheless, they are stabilized by adding hydroquinone or pyrogallol, particularly in the presence of metallic copper. /Methacrylates/|A treatment that may be practical for highway bridge decks is the application of methyl methacrylate, isodecyl methacrylate, or isobutyl methacrylate.

THE METHODS DEVELOPED FOR DETERMINING VAPORS OF ISOBUTYL METHACRYLATE ARE BASED ON CONDENSATION WITH P-METHYLAMINOBENZALDEHYDE. SENSITIVITY IS 1.3 UG IN 4 ML OF A SOLN OF 75% BY VOL OF SULFURIC ACID. IN DETERMINING A CONCN OF 4 MG/CU M AND HIGHER, THE ERROR IS 1.2-25%.|RETENTION TIMES FOR ACRYLATES & METHACRYLATES WERE MEASURED WITH 2 DIFFERENT COLUMNS (C18 CORASIL & C8 LICHROSORB) USING REVERSE-PHASE HIGH PRESSURE LIQ CHROMATOGRAPHY IN ORDER TO OBTAIN PARTITION COEFFICIENTS OF ACRYLATES AND METHACRYLATES BETWEEN 1-OCTANOL AND WATER (LOG P). /ACRYLATES & METHACRYLATES/|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. /Methacrylic acid & derivatives/|A method has been published for the determination in air, based on the chemical reaction with p-dimethylaminobenzaldehyde with a sensitivity to 1.3 ug/4 ml; other methods utilized high-pressure liquid chromatography, thin-layer chromatography, polarography, or colorimetry.

Food additives -> Flavoring Agents|Fire Hazards -> Flammable - 2nd degree, Reactive - 2nd degree

Flavoring Agents

Computed Properties

Molecular Weight:142.20
XLogP3:2.7
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:4
Exact Mass:142.099379685
Monoisotopic Mass:142.099379685
Topological Polar Surface Area:26.3
Heavy Atom Count:10
Complexity:136
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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