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词条 Butyl acrylate
释义

  1. Applications

  2. Biochemistry

  3. Production

  4. Safety

  5. References

{{Chembox
| ImageFile = Butyl acrylate 200.svg
| ImageSize = 200px
| ImageAlt =
| IUPACName = Butyl prop-2-enoate
| OtherNames = {{bulletedlist|n-Butyl acrylate|Butyl ester of acrylic acid|Butyl-2-propenoate}}
| Section1 = {{Chembox Identifiers
| CASNo = 141-32-2
| PubChem = 8846
| SMILES = CCCCOC(=O)C=C
| RTECS = UD3150000
| UNNumber = 2348
| EC_number = 205-480-7
| UNII = 705NM8U35V
| ChEBI = 3245
| ChEMBL = 1546388
| KEGG = C10921
| ChemSpiderID = 8514
| InChI = 1/C7H12O2/c1-3-5-6-9-7(8)4-2/h4H, 2-3,5-6H2,1H3
| InChIKey = CQEYYJKEWSMYFG-UHFFFAOYAL
| StdInChI = 1S/C7H12O2/c1-3-5-6-9-7(8)4-2/h4H, 2-3,5-6H2,1H3
| StdInChIKey = CQEYYJKEWSMYFG-UHFFFAOYSA-N
| Section2 = {{Chembox Properties
| C=7|H=12|O=2
| Appearance = Clear, colorless liquid[1]
| Odor = Strong, fruity[1]
| Density = 0.89 g/mL (20°C)[1]
| MeltingPtF = -83
| MeltingPt_notes = [1]
| BoilingPtF = 293
| BoilingPt_notes = [1]
| Solubility = 0.1% (20°C)[1]
| SolubleOther = ethanol, ethyl ether, acetone, carbon tetrachloride (slight)
| VaporPressure = 4 mmHg (20°C)[1]
| Section3 = {{Chembox Hazards
| MainHazards =
| FlashPtF = 103
| FlashPt_notes = [1]
| AutoignitionPtC = 267
| AutoignitionPt_ref= [1]
| REL = TWA 10 ppm (55 mg/m3)[2]
| ExploLimits = 1.5% - 9.9%[2]
| LD50 = 1800 mg/kg (dermal, rabbit)[12]
| LC50 = 1000 ppm (4 hr)[12]
| RPhrases = {{R10}}{R36/37/38}{{R43}}
| SPhrases = {{S2}}-{{S9}}
}}

Butyl acrylate is a chemical used in manufacturing.

Applications

Butyl acrylate is used in paints, sealants, coatings, adhesives, fuel, textiles, plastics, and caulk.[3]

Biochemistry

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.[4][5][6]

Production

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.[3]

Safety

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.[2] It can be stabilized with hydroquinone or hydroquinone ethyl ether.[1]

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).[2][7][3]

References

1. ^{{Cite web | title = Butyl Acrylate | publisher = NIOSH | work = International Chemical Safety Cards | url = https://www.cdc.gov/niosh/ipcsneng/neng0400.html | date = July 1, 2014 }}
2. ^10 11 {{PGCH|0075}}
3. ^{{Cite web | title = Butyl Acrylate | publisher = PubChem | url = https://pubchem.ncbi.nlm.nih.gov/compound/8846#section=Top | date = November 28, 2015}}
4. ^{{Cite web |title=Screening Information Data Set for n-Butyl acrylate, CAS #141-32-2 |publisher=Organization for Economic Cooperation and Development |url=http://www.chem.unep.ch/irptc/sids/OECDSIDS/sidspub.html |date=October 2002 |deadurl=yes |archiveurl=https://web.archive.org/web/20151107065245/http://www.chem.unep.ch/irptc/sids/OECDSIDS/sidspub.html |archivedate=2015-11-07 |df= }}
5. ^{{Cite journal | title = Final report on the safety assessment of Acrylates Copolymer and 33 related cosmetic ingredients | vauthors = Zondlo Fiume M | journal = Int. J. Toxicol. | year = 2002 | volume = 21 Suppl 3 | pages = 1–50 | doi = 10.1080/10915810290169800 | pmid = 12537929}}
6. ^{{Cite web | title = Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans | year = 1999 | publisher = IARC | location = Geneva: World Health Organization | url = http://monographs.iarc.fr/ENG/Classification/index.php}}
7. ^{{Cite web | title = N-Butyl Acrylate | publisher = OSHA/NIOSH | url = https://www.cdc.gov/niosh/pel88/141-32.html | date = September 28, 2011}}

2 : Acrylate esters|Monomers

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