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Butyl acrylate
Names
Preferred IUPAC name
Other names
Butyl ester of acrylic acid
Butyl-2-propenoate
Identifiers
CAS Number
3D model (JSmol )
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.004.983
EC Number
KEGG
PubChem CID
RTECS number
UNII
UN number
2348
CompTox Dashboard (EPA )
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
Properties
Chemical formula
C 7 H 12 O 2
Molar mass
−1
Appearance
Clear, colorless liquid[1]
Odor
Strong, fruity[1]
Density
0.89 g/mL (20°C)[1]
Melting point
−64 °C; −83 °F; 209 K [1]
Boiling point
145 °C; 293 °F; 418 K [1]
Solubility in water
0.1% (20°C)[1]
Solubility
ethanol , ethyl ether , acetone , carbon tetrachloride (slight)
Vapor pressure
4 mmHg (20°C)[1]
Hazards
GHS labelling
Pictograms
Signal word
Warning
Hazard statements
H226 , H315 , H317 , H319 , H335
Precautionary statements
P210 , P233 , P240 , P241 , P242 , P243 , P261 , P264 , P271 , P272 , P280 , P302+P352 , P303+P361+P353 , P304+P340 , P305+P351+P338 , P312 , P321 , P332+P313 , P333+P313 , P337+P313 , P362 , P363 , P370+P378 , P403+P233 , P403+P235 , P405 , P501
Flash point
39 °C; 103 °F; 313 K [1]
Autoignition
267 °C (513 °F; 540 K )[3]
Explosive limits
1.5% - 9.9%[1]
Lethal dose or concentration (LD, LC):
LD 50 median dose )
1800 mg/kg (dermal, rabbit)[2]
LC 50 median concentration )
1000 ppm (4 hr)[2]
NIOSH
REL (Recommended)
TWA 10 ppm (55 mg/m3 [1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound
Butyl acrylate is an organic compound with the formula C 4 H 9 O 2 2 poly(butyl acrylate) . Especially as copolymers, such materials are used in paints, sealants, coatings, adhesives, fuel, textiles, plastics, and caulk.[4]
Production and properties
[ edit ]
Butyl acrylate can be produced by the acid-catalyzed esterification of acrylic acid with butanol. It polymerizes easily, therefore, commercial preparations contain a polymerization inhibitors such as hydroquinone , phenothiazine, or hydroquinone ethyl ether.[3] [4]
Safety
[ edit ]
Butyl acrylate is of low acute toxicity with an LD50 (rat) of 3143 mg/kg.[4]
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.[5] [6] [7]
Exposure can occur through inhalation, skin and/or eye contact absorption, and ingestion.[8] [8]
References
[ edit ]
^ a b "N-Butyl Acrylate" . OSHA/NIOSH. September 28, 2011.
^ a b "Butyl Acrylate" . International Chemical Safety Cards . NIOSH. July 1, 2014.
^ a b c Ohara, Takashi; Sato, Takahisa; Shimizu, Noboru; Prescher, Günter; Schwind, Helmut; Weiberg, Otto; Marten, Klaus; Greim, Helmut; Shaffer, Timothy D.; Nandi, Partha (2020). "Acrylic Acid and Derivatives". Ullmann's Encyclopedia of Industrial Chemistry doi :10.1002/14356007.a01_161.pub4 . ISBN 9783527303854
^ "Screening Information Data Set for n-Butyl acrylate, CAS #141-32-2" . Organization for Economic Cooperation and Development. October 2002. Archived from the original on 2015-11-07.
^ Zondlo Fiume M (2002). "Final report on the safety assessment of Acrylates Copolymer and 33 related cosmetic ingredients". Int. J. Toxicol . 21 Suppl 3: 1–50. doi :10.1080/10915810290169800 . PMID 12537929 .
^ "Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans" . Geneva: World Health Organization: IARC. 1999.
^ a b PubChem. "Butyl acrylate" . pubchem.ncbi.nlm.nih.gov . Retrieved 2023-03-27 .
R e t r i e v e d f r o m " https://en.wikipedia.org/w/index.php?title=Butyl_acrylate&oldid=1228982051 " C a t e g o r i e s : ● A c r y l a t e e s t e r s ● M o n o m e r s ● B u t y l e s t e r s H i d d e n c a t e g o r i e s : ● C S 1 : l o n g v o l u m e v a l u e ● E C H A I n f o C a r d I D f r o m W i k i d a t a ● C h e m b o x h a v i n g G H S d a t a ● A r t i c l e s c o n t a i n i n g u n v e r i f i e d c h e m i c a l i n f o b o x e s ● C h e m b o x i m a g e s i z e s e t ● A r t i c l e s w i t h s h o r t d e s c r i p t i o n ● S h o r t d e s c r i p t i o n m a t c h e s W i k i d a t a ● A r t i c l e s w i t h G N D i d e n t i f i e r s
● T h i s p a g e w a s l a s t e d i t e d o n 1 4 J u n e 2 0 2 4 , a t 0 6 : 1 2 ( U T C ) . ● T e x t i s a v a i l a b l e u n d e r t h e C r e a t i v e C o m m o n s A t t r i b u t i o n - S h a r e A l i k e L i c e n s e 4 . 0 ;
a d d i t i o n a l t e r m s m a y a p p l y . B y u s i n g t h i s s i t e , y o u a g r e e t o t h e T e r m s o f U s e a n d P r i v a c y P o l i c y . W i k i p e d i a ® i s a r e g i s t e r e d t r a d e m a r k o f t h e W i k i m e d i a F o u n d a t i o n , I n c . , a n o n - p r o f i t o r g a n i z a t i o n . ● P r i v a c y p o l i c y ● A b o u t W i k i p e d i a ● D i s c l a i m e r s ● C o n t a c t W i k i p e d i a ● C o d e o f C o n d u c t ● D e v e l o p e r s ● S t a t i s t i c s ● C o o k i e s t a t e m e n t ● M o b i l e v i e w
