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141-32-2

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Identification

Name
Butyl acrylate
CAS
141-32-2
Synonyms
ACRYLIC ACID TERT-BUTYL ESTER
TBA
T-BUTYL ACRYLATE
TERT-BUTYL ACRYLATE
TERTIARY-BUTYL ACRYLATE
1-butylacrylate
acrylatedebutyle
Butylacrylate, inhibited
Butylester kyseliny akrylove
butylesterkyselinyakrylove
n-Butyl propenoate
propenoicacid,butylester
Butyl acrylate, stabilized with 20 ppm MEHQ
Propenoic acid n-butyl ester
Acryl acid butylester
#nn-Butyl acrylate
BUTYL ACRYLATE, STAB.
BUTYL ACRYLATE, 99+%
BUTYL ACRYLATE, STANDARD FOR GC
ButylAcrylateForSynthesis
EINECS(EC#)
216-768-7
Molecular Formula
C7H12O2
MDL Number
MFCD00008809
Molecular Weight
128.17
MOL File
141-32-2.mol

Chemical Properties

Appearance
colourless liquid
Melting point 
-69 °C
mp 
-69 °C
Boiling point 
61-63 °C60 mm Hg(lit.)

bp 
61-63 °C60 mm Hg(lit.)

density 
0.894 g/mL at 25 °C(lit.)
vapor density 
>1 (vs air)

vapor pressure 
3.3 mm Hg ( 20 °C)

refractive index 
n20/D 1.410(lit.)

Fp 
63 °F

storage temp. 
Flammables area
solubility 
1.7g/l
form 
Liquid
color 
Clear Colorless
Stability:
Stable. Flammable. Incompatible with strong oxidizing agents, strong acids, strong bases.
Odor
Fruity
Odor Threshold
0.00055ppm
explosive limit
1.1-7.8%(V)
Water Solubility 
1.4 g/L (20 ºC)
Sensitive 
Light Sensitive
Merck 
14,1539
BRN 
1749970
Exposure limits
TLV-TWA 10 ppm (~55 mg/m3) (ACGIH).
InChIKey
CQEYYJKEWSMYFG-UHFFFAOYSA-N
Uses
Intermediate in organic synthesis, polymers and copolymers for solvent coatings, adhesives, paints, binders, emulsifiers.
Uses
Butyl acrylate is primarily used as a reactive building block to produce coatings and inks,adhesives, sealants, textiles, plastics and elastomers. Butyl acrylate is used in the following applications:
Adhesives – for use in construction and pressure-sensitive adhesives
Chemical intermediates – for a variety of chemical products
Coatings – for textiles and adhesives, and for surface and water-based coatings, and coatings used for paints, leather finishing and paper
Leather – to produce different finishes, particularly nubuck and suede
Plastics – for the manufacture of a variety of plastics
Textiles – in the manufacture of both woven and non-woven textiles
CAS DataBase Reference
141-32-2(CAS DataBase Reference)
IARC
3 (Vol. 39, Sup 7, 71) 1999
NIST Chemistry Reference
2-Propenoic acid, butyl ester(141-32-2)
EPA Substance Registry System
141-32-2(EPA Substance)

Safety Data

Hazard Codes 
F,Xn,Xi
Risk Statements 
R11:Highly Flammable.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R37/38:Irritating to respiratory system and skin .
R43:May cause sensitization by skin contact.
R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R36/37/38:Irritating to eyes, respiratory system and skin .
R10:Flammable.
Safety Statements 
S16:Keep away from sources of ignition-No smoking .
S25:Avoid contact with eyes .
S37:Wear suitable gloves .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S9:Keep container in a well-ventilated place .
RIDADR 
UN 1993 3/PG 2

WGK Germany 
2

RTECS 
UD3150000


10
Autoignition Temperature
559 °F
TSCA 
Yes
HazardClass 
3
PackingGroup 
III
HS Code 
29161230
Hazardous Substances Data
141-32-2(Hazardous Substances Data)
Toxicity
LD50 orally in rats: 3.73 g/kg (Smyth)

Raw materials And Preparation Products

Hazard Information

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.
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.
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
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 .
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.

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