describe | Dental professionals may be allergic to n-butyl acrylate. |
chemical properties | Butyl acrylate is a colorless liquid with a pungent odor. It is easily miscible with most organic solvents. Butyl acrylate contains one of three inhibitors to prevent polymerization under recommended storage conditions: Hydroquinone (HQ) CAS 123-31-95 Hydroquinone monomethyl ether (MEHQ) CAS 150-76- 5 Butylated Hydroxytoluene (BHT) CAS 128-37- 0 |
use | Organic synthesis intermediates, polymers and copolymers for solvent coatings, adhesives, paints, adhesives, emulsifiers. |
use | Butyl acrylate is primarily used as a reactive building block in the production of coatings and inks, adhesives, sealants, textiles, plastics and elastomers. Butyl acrylate is used in the following applications: Adhesives - used in construction and pressure-sensitive adhesives Chemical intermediates - used in various chemical products Coatings - used in textiles and adhesives, surface and water-based coatings and coatings for paints, Leather finishing and paper Leather – for the production of different finishes, especially nubuck and suede Plastic – for the manufacture of various plastics Textiles – for the manufacture of woven and non-woven textiles |
use | n-Butyl acrylate is used to make polymers that are used as textile and leather finishes and as resins in paints. |
production method | n-Butyl acrylate can be produced by the reaction of acetylene, n-butanol, carbon monoxide, nickel carbonyl and hydrochloric acid. It is usually manufactured by oxidizing propylene to acrolein and then to acrylic acid. The acid reacts with n-butanol to form the butyl ester. |
definition | ChEBI: Acrylate formed by condensation of the hydroxyl group of 1-butanol and the carboxyl group of acrylic acid. |
general instructions | Transparent colorless liquid with a strong characteristic odor. Very slightly soluble in water, the density is slightly lower than water. Thus forming a smooth surface on the water surface. Flash point 105°F. Density 7.5 lbs/gallon. Used in the manufacture of paints, coatings, caulks, sealants, and adhesives. |
air and water reaction | Flammable. Very slightly soluble in water. |
reactive profile | Butyl acrylate reacts exothermically with acid, releasing heat along with alcohol and acid. Reactions with strong oxidizing agents may be sufficiently exothermic to ignite the reaction products. Mixing with alkaline solutions generates heat. Forms flammable hydrogen gas with alkali metals and hydrides. Attacks many plastics [Safe Handling of Chemicals 1980. 233]. Polymerizes easily, generating large amounts of heat in reactions favored by heat and light [Handling Chemicals Safely 1980. 235]. |
adventure | Moderate fire risk. Suspected carcinogen. Acrylates, including butyl acrylate, have a very strong, unpleasant odor that can be bothersome. However, the smell of acrylics does not necessarily indicate a health risk. Acrylics have an extremely low odor "threshold," meaning even trace amounts of acrylics in the air can be detected by odor. Butyl acrylate liquid and vapor may cause minor eye irritation and even minor corneal damage. They may also cause more pain than expected given the level of irritation. Brief contact may cause moderate skin irritation and cause localized redness. Prolonged contact may cause severe skin irritation, resulting in localized redness and discomfort. Prolonged or extensive skin contact may result in the absorption of harmful amounts and may cause allergic skin reactions. Excessive exposure to butyl acrylate vapor may cause irritation to the upper respiratory tract (nose and throat) and lungs. Vapors can reach concentrations that may be hazardous from a single exposure. Butyl acrylate is less toxic when swallowed but may cause gastrointestinal irritation or ulceration. Swallowing butyl acrylate may cause burns in the mouth and throat. Butyl acrylate causes birth defects in laboratory animals only at doses that are toxic to the mother. It is toxic to the fetuses of laboratory animals at doses that are toxic to the mother. |
health hazard | n-Butyl acrylate is moderately irritating to skin. Its vapor has an irritating effect on mucous membranes. The liquid caused corneal necrosis after being instilled into rabbit eyes. The toxicity and irritation of this compound are similar to methyl acrylate. However, its adverse health effects are slightly less than methyl acrylate and ethyl acrylate. The LD50 and LC50 values reported in the literature showed significant differences. Furthermore, these data vary widely between mice and rats. The rabbit transdermal LD50 value is 2000 mg/kg. |
health hazard | High concentrations of vapor can be irritating when inhaled. Contact with liquid can irritate skin and burn eyes. |
fire hazard | Highly flammable: Easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may reach source of ignition and flash back. Most vapors are heavier than air. They spread along the ground and collect in low or tight areas (sewers, basements, water tanks). There is a vapor explosion hazard indoors, outdoors or in sewers. Explosive polymerization may occur when exposed to heat or fire. Runoff into sewers may create a fire or explosion hazard. Container may explode if heated. Many liquids are lighter than water. |
Flammability and explosiveness | Flammable |
potential contact | Butyl acrylate is a colorless liquid. Molecular weight 5128.17; specific gravity (H2O:1) 5 0.89 @ 20℃; boiling point 5145148℃; freezing point/melting point 5264.6℃; vapor pressure 5·4 mmHg @ 20℃; relative vapor density (air 5·1) 5·4.4; flash Point 5 ℃ 29 ℃; vapor pressure 5 7.5 mmHg @ 30.4 C; autoignition temperature 5292 ℃. Explosion limit in air: LEL: 1.3%; UEL: 9.9%. Hazard Identification (Based on NFPA-704 M Rating System): Health 2; Flammability 2; Reactivity 2 ?. Slightly soluble in water; Solubility in water = 0.14%. |
Carcinogenicity | Not listed as a human carcinogen by ACGIH, California Proposition 65, IARC, NTP or OSHA. |
metabolic pathway | After oral administration in rats, 14C-butyl acrylate is mainly metabolized to CO2, eliminating up to 75% of the radioactivity. About 10% and 2% of the dose are excreted in urine and feces, respectively. Most of the butyl acrylate is hydrolyzed to acrylic acid, which is further metabolized to oxidizable compounds. The two major metabolites identified in urine were N-acetyl-S-(2-carboxyethyl)cysteine and its S-oxide. A small fraction of butyl acrylate is bound to glutathione, and these conjugates lead to the formation of thiouric acid, which is excreted in urine. |
storage | Butyl acrylate is stable under recommended storage conditions. Increased temperatures can cause dangerous polymerization reactions. Polymerization can be initiated by the absence of air, the presence of free radical initiators and peroxides, or by elevated temperatures. The presence of moisture also accelerates the polymerization rate. Butyl acrylate contains inhibitors to minimize polymerization under recommended storage conditions. Maintain inhibitor and dissolved oxygen levels. Unchecked monomer vapors can polymerize and clog pressure relief devices. Avoid accidental contact with activated carbon or silica gel, which may cause polymerization. Avoid contact with clay-based absorbents and incompatible materials such as oxidizing materials. Aldehydes, amines, azides, ethers, free radical initiators, halides, mercaptans, inorganic acids, peroxides, rust, strong inorganic bases. Metals such as brass or copper. |
Shipping | UN2348 BUTYL ACRYLATE, STABLE, HAZARD CLASS: 3; LABEL: 3—FLAMMABLE LIQUID. |
Purification method | Wash repeatedly with aqueous NaOH to remove inhibitors such as hydroquinone, followed by distilled water. Dry over CaCl2. Fractional distillation under reduced pressure in an all-glass apparatus. The midsection was sealed under N2 and stored at 0° in the dark until needed [Mallik & Das J Am Chem Soc 82 4269 1960]. [Berstein 2 IV 1463. ] |
Toxicity evaluation | Butyl acrylate is a liquid under normal ambient conditions (5 hPa, w20 °C). At equilibrium in the environment, butyl acrylate will partition primarily into air (95%) and the remainder into water (5%). In the air, butyl acrylate will be removed by reaction with photochemically generated hydroxyl radicals (half-life 28 hours) and ozone (half-life 6.5 days). In water, butyl acrylate is relatively stable to hydrolysis at acidic and neutral pH values (half-life ≥1100 days), but slowly volatilizes into the air (Henry's Law constant is 21.9 Pa m -3 mol -1 at 25°C ) Or biodegraded (58–90% removed in 28 days). Due to its relatively low octanol-water partition coefficient (log Kow of 2.38) and rapid metabolism in biological systems, butyl acrylate does not pose a significant bioaccumulation hazard. |
Incompatibility | May form explosive mixture with air. Heat, sparks, open flames, light, reducing agents; or peroxides may cause explosive polymerization. Incompatible with strong acids; amines, halogens, hydrogen compounds, oxidants, sunlight or other catalysts. |
waste disposal | The material is dissolved or mixed with a flammable solvent and burned in a chemical incinerator equipped with an afterburner and scrubber. All federal, state and local environmental regulations must be followed. |
Butyl acrylate upstream and downstream product information |