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Isobutyl acrylate

Isobutyl acrylate structure

Isobutyl acrylate 

structure
  • CAS No:

    106-63-8

  • Formula:

    C7H12O2

  • Chemical Name:

    Isobutyl acrylate

  • Synonyms:

    2-Propenoic acid,2-methylpropyl ester;Acrylic acid,isobutyl ester;Isobutyl acrylate;Isobutyl 2-propenoate;NSC 20949;Light Acrylate AIB;IBA;2-Methylpropyl prop-2-enoate;1401517-00-7;2056117-89-4

  • Categories:

    Chemical Reagents  >  Organic Reagents

Description

ISOBUTYL ACRYLATE is a clear colorless liquid with an acrid odor. Flash point 86°F. Less dense than water. Vapors irritate eyes and respiratory system. May polymerize exothermically if heated or contaminated. If polymerization takes place inside a container, the container may rupture violently.


Isobutyl acrylate appears as a clear colorless liquid with an acrid odor. Flash point 86°F. Less dense than water. Vapors irritate eyes and respiratory system. May polymerize exothermically if heated or contaminated. If polymerization takes place inside a container, the container may rupture violently.|Liquid


Isobutyl acrylate appears as a clear colorless liquid with an acrid odor. Flash point 86°F. Less dense than water. Vapors irritate eyes and respiratory system. May polymerize exothermically if heated or contaminated. If polymerization takes place inside a container, the container may rupture violently.

Isobutyl acrylate Basic Attributes

128.17

128.17

1749388

203-417-8

U02509V73F

20949

2527

DTXSID1021873

Clear liquid

2916129000

Characteristics

26.3

2.22

Isobutyl acrylate appears as a clear colorless liquid with an acrid odor. Flash point 86°F. Less dense than water. Vapors irritate eyes and respiratory system. May polymerize exothermically if heated or contaminated. If polymerization takes place inside a container, the container may rupture violently.

0.8498 g/cm3 @ Temp: 22 °C

-61 °C

132 °C

91 °F

n20/D 1.414(lit.)

In water, 2,000 mg/L at 25 deg C

The effectiveness of phenolic inhibitors is dependent on the presence of oxygen and the monomers must be stored under air rather than an inert atmosphere. Temp must be kept low to minimize formation of peroxides and other products. The acrylic esters may be stored in mild or stainless steel, or aluminum. /Acrylic acid & derivatives/

7.07 mm Hg at 25 deg C

4.42 (Air = 1)

Oral-rat LD50: 5967 mg/kg; Oral-Mouse LD50: 6106 mg/kg

Flammable; polymerizes a lot of heat

Sharply odorous

Henry's Law constant = 5.96X10-4 atm-cu m/mole at 25 °C (est)

Liquid water interfacial tension: 35 dynes/cm= 0.035 N/m at 27 °C (est); ratio of specific heats of vapor: 1.044; heat of polymerization: -229 BTU/lb= -127 cal/g= -5.32X10+5 J/kg|Heat of evaporation: 297 J/g; specific heat: 1.92 J/g-K; React readily with electrophilic, free-radical, and nucleophilic agents /Acrylic acid & esters/|Heat capacity = 251.0 J/mol K|Hydroxyl radical reaction rate constant = 1.38X10-11 cu cm/molecule-sec at 25 °C (est)

Highly flammable. Slightly soluble in water

Acrylates and Acrylic Acids

Highly Flammable

ISOBUTYL ACRYLATE is an acrylate 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. Polymerizes readily in the presence of heat and light generating much heat; reacts with strong oxidants. REF [Handling Chemicals Safely, 1980. p. 235].

644 °F (USCG, 1999)|800 °F (427 °C)

-13,500 BTU/lb= -7500 cal/g= -314X10+5 J/kg

Lower 1.9%, upper 8.0% (in air) (% by vol)

38.1 kJ/mol at boiling point

Critical temp: 599 °F= 315 °C= 588 K; critical pressure: 440 psia= 30 atm= 3.0 MN/sq m

Safety Information

III

3

UN 2527 3/PG 3

2

10-20/21-38-43-37/38

9-24-37

AT2100000

Xn

Treasury is ventilated, low temperature and dry; stored and transported separately from oxidant

Steam and air can be explosive when mixed

Stability Heat and light sensitive. Susceptible to polymerisation. Flammable. Incompatible with strong oxidizing agents, aldehydes.

P261-P273-P280

H226-H312 + H332-H315-H317-H335-H412

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure 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, aquatic, and plant life; and conformance with environmental and public health regulations.

Forms explosive mixture with air. Heat and contamination may cause polymerization. Reacts with strong acids, aliphatic amines, alkanolamines.|... Can react vigorously with oxidizing materials.

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

Excerpt from ERG Guide 129P [Flammable Liquids (Water-Miscible / Noxious)]: 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. (ERG, 2016)|Flammable - 3rd degree, Reactive - 1st 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+P312, P304+P340, P312, P321, P322, P332+P313, P333+P313, P362, P363, P370+P378, P403+P235, 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+P312, P304+P340, P312, P321, P322, P332+P313, P333+P313, P362, P363, P370+P378, P403+P233, P403+P235, P405, and P501|Aggregated GHS information provided by 594 companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|P210, P233, P240, P241, P242, P243, P264, P280, P302+P352, P303+P361+P353, P305+P351+P338, P321, P332+P313, P337+P313, P362, P370+P378, P403+P235, and P501

Excerpt from ERG Guide 129P [Flammable Liquids (Water-Miscible / 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 129P [Flammable Liquids (Water-Miscible / 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)

Self-contained breathing apparatus, rubber gloves, chemical goggles. (USCG, 1999)|Where the potential for exposure to this chemical, use a MSHA/NIOSH approved supplied-air-respirator with a full facepiece operated in the positive pressure mode or with a full facepiece, hood, or helmet in the continuous flow mode, or use a MSHA/NIOSH approved self-contained breathing apparatus operated in a pressure-demand or other positive-pressure mode.|Self-contained breathing apparatus, rubber gloves, chemical goggles.|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/|Protection required for safe handling of acrylic acid and esters commonly includes use of impervious gloves, shoe soles, and clothing; splash-proof goggles ... . /Acrylic acid & derivatives/|Personnel protection: Wear appropriate chemical protective gloves, boots and goggles. /Isobutyl acrylate, stabilized/

Flammable when exposed to heat or flame ...

This chemical is a combustible liquid. Poisonous gases are produced in fire. Use dry chemical, carbon dioxide, or foam extinguishers. Water may be ineffective. Vapors are heavier than air and will collect in low areas. Vapors may travel long distances to ignition sources and flashback. Vapors in confined area may explode in fire. Containers may explode in fire. Storage containers and parts of containers may rocket great distances, in many directions. If materials 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 employees are expected to fight fires, they must be trained and equipped.|Alcohol foam. Water may be ineffective.|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 carbon dioxide. /Isobutyl acrylate, stabilized/|Evacuation: If fire becomes uncontrollable or container is exposed to direct flame-consider evacuation of one-third (1/3) mile radius.

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. Absorbent may be used to concolidate spills on land (such as sorbent polyurethane foams). Oil skimming equipment may be used for spills on water. Absorb liquids in vermiculite, dry sand, earth, or a similar non-organic materials and deposit in sealed containers. Kepp this chemical 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. Contact your Department of Environmental Protection or your regional office of the federal EPA for specific recommendations. If employees are required to clean-up spills, they must be properly trained and equipped.

Wear protective gloves and clothing to prevent any reasonable probability of skin contact. Safety equipment suppliers/manufacturers can provide recommendations on the most protective glove/clothing material for your operation. Polyvinyl Alcohol is among the recommended protective materials. All protective clothing (suits, gloves, footwear, headgear) should be clean, available each day, and put on before work. Contact lenses should not be worn when working with this chemical. Wear splash-proof chemical goggles and face shield unless full facepiece respiratory protection is worn. Employees should wash immediately with soap when skin is wet or contaminated. Provide emergency showers and eyewash.|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. Use water spray to knock-down vapors. /Isobutyl acrylate, stabilized/|Personnel protection: Avoid breathing vapors. Keep upwind. ... Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water. /Isobutyl acrylate, stabilized/|For more Preventive Measures (Complete) data for ISOBUTYL ACRYLATE (6 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. /Isobutyl acrylate, inhibited; Isobutyl acrylate, 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 acrylate, inhibited; Isobutyl acrylate, 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 acrylate, inhibited; Isobutyl acrylate, 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 acrylate, inhibited; Isobutyl acrylate, stabilized/|For more DOT Emergency Guidelines (Complete) data for ISOBUTYL ACRYLATE (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.

Vapor: Irritating to eyes, nose and throat. ... Liquid: Irritating to skin and eyes.|The vapors are irritating to the eyes and respiratory system. /Isobutyl acrylate, stabilized/

| 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.|W - No water: Materials that react violently or explosively with water.

Toxicity

practically nontoxic

LD50 Rat oral 7070 mg/kg|LD50 Rat ip 654 mg/kg|LD50 Mouse oral 6106 mg/kg|LD50 Mouse ip 760 mg/kg|LD50 Rabbit skin 890 mg/kg

Isobutyl acrylate's production and use as a comonomer in acrylic surface coatings, an intermediate for the production of polymers and as the monomer in synthetic resin manufacture(1) 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 66(SRC), determined from a water solubility of 2,000 mg/L(2) and a regression-derived equation(3), indicates that isobutyl acrylate is expected to have high mobility in soil(SRC). Volatilization of isobutyl acrylate from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 6.0X10-4 atm-cu m/mole(SRC), derived from its vapor pressure, 7.07 mm Hg(4), and water solubility(2). Isobutyl acrylate is expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(4). By analogy to butyl acrylate, which reached 61% of its theoretical BOD in 2 weeks using an activated sludge inoculum in the Japanese MITI test(5), biodegradation of isobutyl acrylate may by an important environmental fate process in soil(SRC).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 66(SRC), determined from a water solubility of 2,000 mg/L(2) and a regression-derived equation(3), indicates that isobutyl acrylate 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 6.0X10-4 atm-cu m/mole(SRC), derived from its vapor pressure, 7.07 mm Hg(4), and water solubility(2). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 4.6 hours and 117 hours, respectively(SRC). According to a classification scheme(5), an estimated BCF of 10(SRC), from a log Kow of 2.22(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). No hydrolysis data were available for isobutyl acrylate. A base-catalyzed second-order hydrolysis rate constant of 1.33X10-2 L/mole-sec(SRC) was estimated using a structure estimation method(8); this corresponds to half-lives of 1.6 years and 16.5 years at pH values of 8 and 7, respectively(8). By analogy to butyl acrylate, which reached 61% of its theoretical BOD in 2 weeks using an activated sludge inoculum in the Japanese MITI test(9), biodegradation of isobutyl acrylate may by an important environmental fate process in water(SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), isobutyl acrylate, which has a vapor pressure of 7.07 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase isobutyl acrylate 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 1.2 days(SRC), calculated from its rate constant of 1.4X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). The rate constant for the vapor-phase reaction of isobutyl acrylate with ozone has been estimated as 0.18X10-17 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(4). This corresponds to an atmospheric half-life of about 6.5 days at an atmospheric concentration of 7X10+11 ozone molecules per cu cm(5).

The rate constant for the vapor-phase reaction of isobutyl acrylate with photochemically-produced hydroxyl radicals has been estimated as 1.4X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 1.2 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). The rate constant for the vapor-phase reaction of isobutyl acrylate with ozone has been estimated as 0.18X10-17 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 6.5 days at an atmospheric concentration of 7X10+11 ozone molecules per cu cm(2). No hydrolysis data are available for isobutyl acrylate(SRC). However, hydrolysis of isobutyl acrylate may be a significant process under alkaline conditions based upon a hydrolytic half-life of 4 hours at pH 11 for the structurally similar butyl acrylate(3); half-lives for butyl acrylate at pH 7, 8, and 9 were 4 years, 150 days, and 15 days(SRC), respectively, based upon a hydrolytic rate constant of 0.053 L/mole-sec(4). A base-catalyzed second-order hydrolysis rate constant of 1.33X10-2 L/mole-sec(SRC)was estimated using a structure estimation method(5); this corresponds to half-lives of 1.6 years and 16.5 years at pH values of 8 and 7, respectively(5).Isobutyl acrylate 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 acrylate(6).

An estimated BCF of 10 was calculated in fish for isobutyl acrylate(SRC), using a log Kow of 2.22(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 acrylate is estimated as 66(SRC), using a water solubility of 2,000 mg/L(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that isobutyl acrylate is expected to have high mobility in soil.

The Henry's Law constant for isobutyl acrylate is estimated as 6.0X10-4 atm-cu m/mole(SRC) derived from its vapor pressure, 7.07 mm Hg(1), and water solubility, 2,000 mg/L(2). This Henry's Law constant indicates that isobutyl acrylate 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 4.6 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). Isobutyl acrylate's estimated Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). The potential for volatilization of isobutyl acrylate from dry soil surfaces may exist(SRC) based upon its vapor pressure(1).

Occupational exposure to isobutyl acrylate may occur through dermal contact with this compound at workplaces where isobutyl acrylate is produced or used. (SRC)

Drug Information

Moderate toxicity when swallowed. Contact with the eyes causes minor irritation no worse than that caused by hand soap. (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/

/SIGNS AND SYMPTOMS/ THE ACUTE TOXICITY OF THE ACRYLATES DECREASES WITH INCREASING MOLECULAR WEIGHT. ... HUMAN SIGNS & SYMPTOMS FOLLOWING INGESTION OF ACRYLIC MONOMERS INCL COLLAPSE, SEVERE RESPIRATORY DIFFICULTIES, & CNS STIMULATION. ACUTE INHALATION OF HIGHER CONCN MAY CAUSE MARKED IRRITATION, SALIVATION, CONJUNCTIVAL IRRITATION, & PRONOUNCED PULMONARY IRRITATION OR EDEMA. PROLONGED SKIN OR EYE CONTACT MAY RESULT IN SEVERE TISSUE DAMAGE. THE PATHOLOGY FROM SINGLE EXPOSURE IS NONSPECIFIC , CONTRARY TO REPEATED EXPOSURE EFFECTS, WHICH INCL PULMONARY CONGESTION OR HEMORRHAGE & CLOUDY SWELLING OF LIVER & KIDNEY. /ACRYLATES/|/OTHER TOXICITY INFORMATION/ ISOMERIZATION APPEARS TO DECR ORAL, BUT INCR DERMAL, TOXICITY.

Isobutyl acrylate Use and Manufacturing

Methods of Manufacturing

Reaction of acrylic acid with isobutyl alcohol (esterification)|ACRYLATES CAN BE PREPARED BY ... DEHYDRATION OF THE CORRESPONDING HYDROXYALKANOIC ACID, SAPONIFICATION OF THE ALKENE NITRILE, CATALYTIC HYDRATION OF ACETYLENE AND CARBON MONOXIDE, OR THE REACTION OF ACETONE WITH HYDROCYANIC ACID. /ACRYLATES/|In ... propylene oxidation process acrolein is first formed by the catalytic oxidation of propylene vapor at high temp in the presence of steam. The acrolein is then oxidized to acrylic acid. ... The acrylic acid is esterified with alcohol to the ... acrylic ester in a separate process. /Acrylic ester monomers/

Uses

Intermediates

Production

(1974) 7.3X10+9 G (EST - INCL OTHER ACRYLATES)|(1975) 9.08X10+9 G (EST-INCL OTHER ACRYLATES)|Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#1716]|2-Propenoic acid, 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).

ESSENTIALLY 100% AS A COMONOMER IN ACRYLIC SURFACE COATINGS (1976)

Grades of purity: 99.0%|Inhibitor of polymerization: Methyl ether of hydroquinone: 10-60 ppm; hydroquinone: 5 ppm|... Contains 100 ppm monomethyl ether hydroquinone as inhibitor.

Paint and coating manufacturing|2-Propenoic acid, 2-methylpropyl ester: ACTIVE|POLYISOBUTYL ACRYLATE IS HIGHLY USEFUL COMPONENT IN COPOLYMERIZATION REACTIONS & SERVES AS MOST PREFERRED VISCOSITY INDEX IMPROVER IN PETROLEUM INDUSTRY. /POLYISOBUTYL ACRYLATE/|... POLYMERIZED ESTERS ... ESP METHYL, ETHYL & BUTYL ESTERS, ARE KNOWN UNDER TRADE NAMES OF "LUCITE", "PLEXIGLAS", & "PERSPEX", & ARE OF CONSIDERABLE COMMERCIAL IMPORTANCE. THEY ARE WIDELY USED AS SUBSTITUTES FOR GLASS & IN CERTAIN SITUATIONS ARE PREFERRED TO IT SINCE THEY ARE ALMOST AS TRANSPARENT AS GLASS BUT WEIGH ONLY HALF AS MUCH. ... WHERE HIGH OPTICAL ACCURACY IS NOT REQUIRED THEY CAN ALSO BE MADE INTO LENSES. THIS ORGANIC GLASS HAS PROPERTY OF TOTAL INTERNAL REFLECTION & CAN "PIPE" LIGHT ... USEFUL FOR SURGICAL RETRACTORS & THROAT LIGHTS. ... WIDELY USED FOR DENTURES, ARTIFICIAL EYES & SURGICAL PROSTHESES. THE POLYMERS MAY BE CAST INTO SHEETS OR MOULDED ... . /ACRYLIC ACID DERIVATIVES/

Chemical assay is preferably performed by gas-liquid chromatography or by the conventional methods for determination of unsaturation such as bromination or addition of mercaptan, sodium bisulfide, morpholine, or mercuric acetate. /Acrylic acid & derivatives/|RETENTION TIMES FOR ACRYLATES WERE MEASURED WITH 2 DIFFERENT COLUMNS (C18 CORASIL & C8 LICHROSORB) USING REVERSE-PHASE HIGH PRESSURE LIQ CHROMATOGRAPHY IN ORDER TO OBTAIN THE PARTITION COEFFICIENTS OF ACRYLATES BETWEEN 1-OCTANOL AND WATER (LOG P). /ACRYLATES/

Fire Hazards -> Flammable - 3rd degree, Reactive - 1st degree

Computed Properties

Molecular Weight:128.17
XLogP3:2.2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:4
Exact Mass:128.083729621
Monoisotopic Mass:128.083729621
Topological Polar Surface Area:26.3
Heavy Atom Count:9
Complexity:106
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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