General Description
A clear colorless liquid with a sharp characteristic odor. Very slightly soluble in water and somewhat less dense than water. Hence forms surface slick on water. Flash point 105°F. Density 7.5 lb/gal. Used for making paints, coatings, caulks, sealants, adhesives.
Reactivity Profile
BUTYL ACRYLATE(141-32-2) reacts exothermically with acids to liberate heat along with alcohols and acids. Reacts with strong oxidizing agents, perhaps sufficiently exothermically to ignite the reaction products. Mixing with basic solutions generates heat. Generates flammable hydrogen with alkali metals and hydrides. Attacks many plastics [Handling Chemicals Safely 1980. p. 233]. Polymerizes readily, generating much heat in a reaction that is favored by heat and light [Handling Chemicals Safely 1980. p. 235].
Air & Water Reactions
Flammable. Very slightly soluble in water.
Hazard
Moderate fire risk. Questionable carcino-
gen.
Health Hazard
Vapor is irritating when breathed at high concentrations. Contact with liquid causes irritation of skin and burning of eyes.
Potential Exposure
Butyl acrylate is a colorless liquid. Molecular
weight 5 128.17; specific gravity (H2O:1) 5 0.89 @
20C; boiling point 5 145148C; freezing/melting
point 5 264.6C; vapor pressure 5 4 mmHg @ 20C;
relative vapor density (air 5 1) 5 4.4; flash point 5 29C;
vapor pressure 5 7.5 mmHg @ 30.4C; Autoignition
temperature 5 292C. Explosive limits 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%.
Fire Hazard
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. 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.
First aid
If this chemical gets into the eyes, remove any
contact lenses at once and irrigate immediately for at least
30 minutes, occasionally lifting upper and lower lids. Seek
medical attention immediately. If this chemical contacts the
skin, remove contaminated clothing and wash immediately
with soap and water. Seek medical attention immediately.
If this chemical has been inhaled, remove from exposure,
begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if
heart action has stopped. Transfer promptly to a medical
facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce
vomiting. Do not make an unconscious person vomit.
Medical observation is recommended for 24 to 48 hours
after breathing overexposure, as pulmonary edema may be
delayed. As first aid for pulmonary edema, a doctor or
authorized paramedic m
Shipping
UN2348 Butyl acrylate, stabilized, Hazard Class:
3; Labels: 3—Flammable liquid.
Incompatibilities
May form explosive mixture with air.
Heat, sparks, open flame, light, reducing agents; or peroxides may cause explosive polymerization. Incompatible
with strong acids; amines, halogens, hydrogen compounds,
oxidizers, sunlight, or other catalysts.
Description
Sensitization to n-butyl acrylate can occur in those in
the dental profession.
Chemical Properties
Butyl acrylate is a colorless liquid with a sharp odor. It is readily miscible with most organic solvents. Butyl acrylate contains one of the following three inhibitors to prevent polymerization under recommended storage conditions:
Hydroquinone (HQ) CAS 123-31-95
Monomethyl ether of hydroquinone (MEHQ) CAS 150-76-5
Butylated hydroxytoluene (BHT) CAS 128-37-0
Waste Disposal
Dissolve or mix the material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal,
state, and local environmental regulations must be
observed.
Definition
ChEBI: An acrylate ester obtained by the formal condensation of the hydroxy group of butan-1-ol with the carboxy group of acrylic acid.
Production Methods
n-Butyl acrylate can be manufactured via a reaction of
acetylene, n-butyl alcohol, carbon monoxide, nickel carbonyl,
and hydrochloric acid. It is commonly manufactured
via an oxidation of propylene to acrolein and then to acrylic
acid. The acid is reacted with n-butanol to yield the butyl
ester .
Flammability and Explosibility
Flammable
Carcinogenicity
Not listed as a human carcinogen
by ACGIH, California Proposition 65, IARC, NTP,
or OSHA.
Metabolic pathway
After oral administration to rats, 14C-butyl acrylate is
metabolized primarily to CO2, accounting for
elimination of up to 75% of the radioactivity
administered. Elimination in urine and feces accounts
for approximately 10 and 2% of the dose, respectively.
The major portion of butyl acrylate is hydrolyzed to
acrylic acid, which is further metabolized to
compounds available for oxidation. Two major
metabolites identified in the urine are N-acetyl-S-(2-
carboxyethyl)cysteine and its S-oxide. A smaller
portion of butyl acrylate is conjugated with glutathione,
and these conjugates result in the formation of the
mercapturic acid excreted in the urine.
storage
Butyl acrylate is stable under recommended storage conditions. Elevated temperatures can cause hazardous polymerization. Polymerization can be initiated by the absence of air, the presence of free radical initiators and peroxides, or high temperature. The presence of moisture can also accelerate polymerization rate.
Butyl acrylate contains inhibitors to minimize polymerization under recommended storage conditions. Maintain inhibitor and dissolved oxygen level. Uninhibited monomer vapors can polymerize and plug relief devices.
Avoid unintended contact with activated carbon or silica gel, which may cause polymerization. Avoid contact with clay-based absorbants, and with incompatible materials, such as:
Oxidizing materials.
Aldehydes, amines, azides, ethers, free radical initiators, halides, mercaptans, mineral acids, peroxides, rust, strong inorganic bases.
Metals such as brass or copper.
Purification Methods
Wash it repeatedly with aqueous NaOH to remove inhibitors such as hydroquinone, then with distilled water. Dry with CaCl2. Fractionally distil under reduced pressure in an all-glass apparatus. The middle fraction is sealed under N2 and stored at 0o in the dark until required [Mallik & Das J Am Chem Soc 82 4269 1960]. [Beilstein 2 IV 1463.]
Toxicity evaluation
Butyl acrylate is a liquid (5 hPa at w20 °C) under normal
environmental conditions. At equilibrium in the environment,
butyl acrylate will partition primarily to air (95%) with
the balance to water (5%). In air, butyl acrylate will be
removed by reaction with photochemically produced
hydroxyl radicals (28 h half-life) and ozone (6.5 days halflife).
In water, butyl acrylate is relatively stable to hydrolysis
at acidic and neutral pHs (half-life≥1100 days) but
will slowly volatilize to air (Henry’s law constant of
21.9 Pa m-3 mol-1 at 25°C) or be biodegraded (58–90%
removal in 28 days). Based on 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.