Cannabaceae

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Butyl acrylate
Names
Preferred IUPAC name
Butyl prop-2-enoate
Other names
  • n-Butyl acrylate
  • Butyl ester of acrylic acid
  • Butyl-2-propenoate
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.004.983 Edit this at Wikidata
EC Number
  • 205-480-7
KEGG
RTECS number
  • UD3150000
UNII
UN number 2348
  • 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
  • CCCCOC(=O)C=C
Properties
C7H12O2
Molar mass 128.171 g·mol−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]
0.1% (20°C)[1]
Solubility ethanol, ethyl ether, acetone, carbon tetrachloride (slight)
Vapor pressure 4 mmHg (20°C)[1]
Hazards
GHS labelling:
GHS02: FlammableGHS07: Exclamation mark
Warning
H226, H315, H317, H319, H335
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]
267 °C (513 °F; 540 K)[3]
Explosive limits 1.5% - 9.9%[1]
Lethal dose or concentration (LD, LC):
1800 mg/kg (dermal, rabbit)[2]
1000 ppm (4 hr)[2]
NIOSH (US health exposure limits):
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).

Butyl acrylate is an organic compound with the formula C4H9O2CCH=CH2. A colorless liquid, it is the butyl ester of acrylic acid. It is used commercially on a large scale as a precursor to 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. Tt 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] Symptoms may be dependent on exposure route, with skin and eye contact manifesting in redness, pain, and sensitivity; inhalation resulting in burning sensations, cough, shortness of breath, and sore throat; and ingestion resulting in abdominal pain, nausea, vomiting, and diarrhoea.[8]

References[edit]

  1. ^ a b c d e f g h i j NIOSH Pocket Guide to Chemical Hazards. "#0075". National Institute for Occupational Safety and Health (NIOSH).
  2. ^ a b "N-Butyl Acrylate". OSHA/NIOSH. September 28, 2011.
  3. ^ a b "Butyl Acrylate". International Chemical Safety Cards. NIOSH. July 1, 2014.
  4. ^ 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. Weinheim: Wiley-VCH. pp. 1–21. doi:10.1002/14356007.a01_161.pub4. ISBN 9783527303854.
  5. ^ "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.
  6. ^ 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.
  7. ^ "Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans". Geneva: World Health Organization: IARC. 1999.
  8. ^ a b PubChem. "Butyl acrylate". pubchem.ncbi.nlm.nih.gov. Retrieved 2023-03-27.
source: https://en.wikipedia.org/wiki/Butyl_acrylate

One thought on “Cannabaceae”

  1. Well, that’s interesting to know that Psilotum nudum are known as whisk ferns. Psilotum nudum is the commoner species of the two. While the P. flaccidum is a rare species and is found in the tropical islands. Both the species are usually epiphytic in habit and grow upon tree ferns. These species may also be terrestrial and grow in humus or in the crevices of the rocks.
    View the detailed Guide of Psilotum nudum: Detailed Study Of Psilotum Nudum (Whisk Fern), Classification, Anatomy, Reproduction

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