Butyl acrylate

Butyl acrylate

Names
IUPAC name Butyl prop-2-enoate
Other names n-Butyl acrylate Butyl ester of acrylic acid Butyl-2-propenoate
Identifiers
CAS Number	141-32-2
3D model (Jmol)	Interactive image
ChEBI	CHEBI:3245
ChemSpider	8514
ECHA InfoCard	100.004.983
EC Number	205-480-7
KEGG	C10921
PubChem CID	8846
RTECS number	UD3150000
UNII	705NM8U35V
UN number	2348
InChI InChI=1S/C7H12O2/c1-3-5-6-9-7(8)4-2/h4H, 2-3,5-6H2,1H3 Key: CQEYYJKEWSMYFG-UHFFFAOYSA-N InChI=1/C7H12O2/c1-3-5-6-9-7(8)4-2/h4H, 2-3,5-6H2,1H3 Key: CQEYYJKEWSMYFG-UHFFFAOYAL
SMILES CCCCOC(=O)C=C
Properties
Chemical formula	C7H12O2
Molar mass	128.17 g·mol−1
Appearance	Clear, colorless liquid
Odor	Strong, fruity
Density	0.89 g/mL (20°C)
Melting point	−64 °C; −83 °F; 209 K
Boiling point	145 °C; 293 °F; 418 K
Solubility in water	0.1% (20°C)
Solubility	ethanol, ethyl ether, acetone, carbon tetrachloride (slight)
Vapor pressure	4 mmHg (20°C)
Hazards
R-phrases	R10-R36/37/38-R43
S-phrases	(S2)-S9
Flash point	39 °C; 103 °F; 313 K
Autoignition temperature	267 °C
Explosive limits	1.5% - 9.9%
Lethal dose or concentration (LD, LC):
LD50 (median dose)	1800 mg/kg (dermal, rabbit)
LC50 (median concentration)	1000 ppm (4 hr)
US health exposure limits (NIOSH):
REL (Recommended)	TWA 10 ppm (55 mg/m3)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Butyl acrylate is a chemical used in manufacturing.

Butyl acrylate is used in paints, sealants, coatings, adhesives, fuel, textiles, plastics, and caulk.

In rodent models, butyl acrylate is metabolized by carboxylesterase or reactions with glutathione; this detoxification produces acrylic acid, butanol, and mercapturic acid waste, which is excreted in the urine, feces, and as carbon dioxide.

Butyl acrylate can be produced in several reactions. Acetylene, 1-butyl alcohol, carbon monoxide, nickel carbonyl, and hydrochloric acid can react to make butyl acrylate. Another synthesis of butyl acrylate involves the reaction of butanol with methyl acrylate or acrylic acid.

It is highly reactive and polymerizes easily when exposed to heat or peroxides; therefore, commercial preparations may contain a polymerization inhibitor. It reacts easily with strong acids and bases, amines, halogens, hydrogen compounds, and oxidizers. Butyl acrylate is designated a Class II Combustible Liquid. It can be stabilized with hydroquinone or hydroquinone ethyl ether.

People can be exposed to butyl acrylate via breathing it in, skin absorption, swallowing it, or eye contact. Symptoms of exposure include irritation of the eyes, skin, and upper respiratory tract; sensitization dermatitis; corneal necrosis; nausea; vomiting; diarrhea; abdominal pain; cough; sore throat; pulmonary edema; and difficulty breathing (dyspnea).