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Caprolactone information


Caprolactone
Skeletal formula of caprolactone
Ball-and-stick model of the caprolactone molecule
Names
Preferred IUPAC name
Oxepan-2-one
Other names
Caprolactone
ε-Caprolactone
Hexano-6-lactone
6-Hexanolactone
Hexan-6-olide
1-Oxa-2-oxocycloheptane
Identifiers
CAS Number
  • 502-44-3 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:17915 checkY
ChEMBL
  • ChEMBL373123 checkY
ChemSpider
  • 9972 checkY
ECHA InfoCard 100.007.217 Edit this at Wikidata
KEGG
  • C01880 checkY
PubChem CID
  • 10401
UNII
  • 56RE988L1R checkY
CompTox Dashboard (EPA)
  • DTXSID4027159 Edit this at Wikidata
InChI
  • InChI=1S/C6H10O2/c7-6-4-2-1-3-5-8-6/h1-5H2 checkY
    Key: PAPBSGBWRJIAAV-UHFFFAOYSA-N checkY
  • InChI=1/C6H10O2/c7-6-4-2-1-3-5-8-6/h1-5H2
    Key: PAPBSGBWRJIAAV-UHFFFAOYAG
SMILES
  • C1CCC(=O)OCC1
Properties
Chemical formula
C6H10O2
Molar mass 114.14 g/mol
Density 1.030 g/cm3
Melting point −1 °C (30 °F; 272 K)
Boiling point 241 °C (466 °F; 514 K)[2]
Solubility in water
Miscible [1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

ε-Caprolactone or simply caprolactone is a lactone (a cyclic ester) possessing a seven-membered ring. Its name is derived from caproic acid. This colorless liquid is miscible with most organic solvents and water. It was once produced on a large scale as a precursor to caprolactam.[3]

  1. ^ "ε-caprolactone SIDS Initial Assessment Report" (PDF). OECD. Archived from the original (PDF) on 2011-08-15. Retrieved 2017-10-12.
  2. ^ "Capa Monomer product data sheet" (PDF). Perstorp. 2015-02-27. Archived from the original (PDF) on 2017-02-02. Retrieved 2017-10-11.
  3. ^ Cite error: The named reference UllmannPolyesters was invoked but never defined (see the help page).

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Caprolactone

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ε-Caprolactone or simply caprolactone is a lactone (a cyclic ester) possessing a seven-membered ring. Its name is derived from caproic acid. This colorless...

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Polycaprolactone

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ε-caprolactone using a catalyst such as stannous octoate. A wide range of catalysts can be used for the ring opening polymerization of caprolactone. PCL...

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Polyglycolide

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(poly(lactic-co-glycolic acid) with lactic acid, poly(glycolide-co-caprolactone) with ε-caprolactone and poly (glycolide-co-trimethylene carbonate) with trimethylene...

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Hydroperoxide

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Hydroperoxides or peroxols are compounds of the form ROOH, where R stands for any group, typically organic, which contain the hydroperoxy functional group...

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Lactone

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Propiolactone 5 γ-lactone Oxolan-2-one γ-Butyrolactone 6 δ-lactone Oxan-2-one δ-Valerolactone 7 ε-lactone Oxepan-2-one ε-Caprolactone Caprolactone Hexanolide...

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Methyl trifluoromethanesulfonate

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polymerization of lactide and other lactones including β-propiolactone, ε-caprolactone and glycolide. Cyclic carbonates like trimethylene carbonate and neopentylene...

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C6H10O2

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molecular formula C6H10O2 may refer to: Adipaldehyde Allyl glycidyl ether Caprolactone Cyclopentanecarboxylic acid Ethyl methacrylate Hexane-2,5-dione...

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Anionic addition polymerization

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The anionic ring-opening polymerization of ε-caprolactone, initiated by alkoxide...

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Caprolactam

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caprolactam include the depolymerization of waste Nylon 6, and the reaction of caprolactone with ammonia. At bench scale, the reaction between cyclohexanone with...

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Triazabicyclodecene

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4-pyrenebutanol (pyrene enables end-group determination by UV–vis) and monomer caprolactone added in ratio 1:100, targeted degree of polymerization = 100, with TBD...

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Nanofiber

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polyester that can be prepared via ring-opening polymerization of ε-caprolactone using catalysts. It shows low toxicity, low cost and slow degradation...

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Selin Kara

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enantiomerically pure 1,2-amino alcohols A bi‐enzymatic convergent cascade for ε‐caprolactone synthesis employing 1, 6‐hexanediol as a ‘double‐smart cosubstrate’ More...

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Monocryl

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of poliglecaprone 25, which is a copolymer of glycolide and epsilon-caprolactone. It comes both dyed (violet) and undyed (clear) and is an absorbable...

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Polyol

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or prepolymers based on Isophorone diisocyanate are generally used. Caprolactone-based polyols produce polyurethanes with enhanced hydrolysis resistance...

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Smart inorganic polymer

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that was found to be capable of self-healing small scratches. Poly-(ε-caprolactone)/siloxane is an inorganic-organic hybrid material which, when used as...

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List of esters

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Lactone name Structure β-propiolactone γ-butyrolactone (GBL) D-glucono-δ-lactone (E575) ε-caprolactone...

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Strangles

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against S. equi antigens through the intranasal administration of poly-ɛ-caprolactone-based nanoparticles". Biomaterials. 30 (5): 879–89. doi:10.1016/j.biomaterials...

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Electrospinning

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Tomas K, Pavel P, David L (1 January 2019). "Production of poly (ε-caprolactone) Antimicrobial Nanofibers by Needleless Alternating Current Electrospinning"...

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Melt electrospinning

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Poly(lactide-co-glycolide) Poly(methyl methacrylate) Polypropylene Polyethylene Poly(caprolactone-block-ethylene glycol) Polyurethane These polymers are examples of the...

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Biodegradable polymer

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copolymer poly(L-lactide-co-ε-caprolactone) has shown shape memory behavior depending on the concentration of poly-ε-caprolactone added. In general, biodegradable...

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Aluminium isopropoxide

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Engineering of Polylactones and Polylactides. 22. Copolymerization of ε-Caprolactone and 1,4,8-Trioxaspiro[4.6]-9-undecanone Initiated by Aluminum Isopropoxide"...

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Redox switch

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4 Metal Ring-Opening Polymerization Activity toward l-Lactide and ε-Caprolactone". Journal of the American Chemical Society. 136 (32): 11264–11267. doi:10...

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Polyesteramide

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polyesteramides can be synthesized through the polymerisation of caprolactam or caprolactone, or through polycondensation of synthetic alcohols like 1,4-butanediol...

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Nanocomposite

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fibrin, poly(vinyl alcohol) (PVA), poly(ethylene glycol) (PEG), poly(caprolactone) (PCL), poly(lactic-co-glycolic acid) (PLGA), and poly(glycerol sebacate)...

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