ε-Caprolactone
Product Information
Molecular Formula
C6H10O2
Molecular Weight
114.14
Description
ε-caprolactone is popularly used in the preparation of poly caprolactone (PCL).
Synonyms
oxepan-2-one
IUPAC Name
oxepan-2-one
SMILES
C1CCC(=O)OCC1
InChI
InChI=1S/C6H10O2/c7-6-4-2-1-3-5-8-6/h1-5H2
InChI Key
PAPBSGBWRJIAAV-UHFFFAOYSA-N
Boiling Point
96-97.5 °C10 mmHg (lit.)
Melting Point
-1 °C
Flash Point
229 °CF
Purity
99 %
Density
1.03 g/mL (25 °C)
Solubility
Solubility in water: miscible
Appearance
Colorless to light yellow to light orange clear liquid
Application
Used as a solvent, a diluent for epoxy resins, and an intermediate in adhesives, urethane coatings, and elastomers; Used in the production of polymers (polycaprolactones).
Refractive Index
1.4620-1.4640
LogP
1.10360
Vapor Pressure
0.01 mm Hg ( 20 °C)
Henry's Law Constant
1.809X10-4 atm-cu m/mole at 25 °C (est)
Safety Information
Hazards
H315:
Causes skin irritation.
H318:
Causes serious eye damage.
Causes skin irritation.
H318:
Causes serious eye damage.
Precautionary Statement
P264, P280, P305+P351+P338, and P337+P313
Signal Word
Warning
QC Data
Computed Properties
XLogP3
0
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
0
Exact Mass
114.068079557 g/mol
Monoisotopic Mass
114.068079557 g/mol
Topological Polar Surface Area
26.3Ų
Heavy Atom Count
8
Formal Charge
0
Complexity
88.5
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| US-2021191259-A1 | Colored photosensitive resin composition and black matrix prepared therefrom | 2019-12-24 |
| US-2021189157-A1 | Active energy ray curable composition, active energy ray curable ink composition, active energy ray curable inkjet ink composition, composition container, image forming device, image forming method, cured matter, and decorated matter | 2019-12-23 |
| EP-3838907-A1 | Reactive phosporous contaning flame retardant and intrinsically flame retradant polymer obtainable by polycondensation with it | 2019-12-20 |
| WO-2021123096-A1 | Reactive phosporous contaning flame retardant and intrinsically flame retardant polymer obtainable by polycondensation with it | 2019-12-20 |
| WO-2021123196-A1 | Seeded resin-stabilized high-solids emulsion polymers | 2019-12-20 |
| WO-2021123655-A1 | Method for manufacturing a polyester containing at least one 1,4:3,6-dianhydrohexitol unit with reduced colouring and improved rates of incorporation of the unit(s) | 2019-12-20 |
| WO-2021124301-A1 | Formulations and method for treatment of inflammatory diseases | 2019-12-20 |
| WO-2021124777-A1 | Actinic ray curable inkjet ink and actinic ray curable ink set | 2019-12-20 |
| WO-2021125805-A1 | Kit for preparing nanoparticle composition for drug delivery, comprising polylactic acid salt | 2019-12-20 |
| WO-2021125876-A1 | Film | 2019-12-20 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 22807099 | 2012-12-01 | Characterization and degradation of elastomeric four-armed star copolymers based on caprolactone and L-lactide | Journal of biomedical materials research. Part A |
| 22911045 | 2012-10-07 | Trimetallic magnesium complexes bearing amine-bis(benzotriazole phenolate) derivatives as bifunctional catalysts for ring-opening polymerization and CO2/epoxide coupling | Chemical communications (Cambridge, England) |
| 22778058 | 2012-10-01 | Preparation and in vitro characterization of SN-38-loaded, self-forming polymeric depots as an injectable drug delivery system | Journal of pharmaceutical sciences |
| 21586602 | 2012-09-01 | In vitro 3D culture of human chondrocytes using modified ε-caprolactone scaffolds with varying hydrophilicity and porosity | Journal of biomaterials applications |
| 22605568 | 2012-08-14 | Zinc undecylenate catalyst for the ring-opening polymerization of caprolactone monomers | Macromolecular rapid communications |
| 22830444 | 2012-08-07 | Study of the air-water interfacial properties of biodegradable polyesters and their block copolymers with poly(ethylene glycol) | Langmuir : the ACS journal of surfaces and colloids |
| 22726124 | 2012-07-24 | Polymer micelles with crystalline cores for thermally triggered release | Langmuir : the ACS journal of surfaces and colloids |
| 22641526 | 2012-07-07 | Exploitation of dinuclear salan aluminum complexes for versatile copolymerization of ε-caprolactone and L-lactide | Chemical communications (Cambridge, England) |
| 22534765 | 2012-07-01 | Synthesis and properties of caprolactone and ethylene glycol copolymers for neural regeneration | Journal of materials science. Materials in medicine |
| 22572741 | 2012-06-28 | Syntheses and structures of lanthanide borohydrides supported by a bridged bis(amidinate) ligand and their high activity for controlled polymerization of ε-caprolactone, L-lactide and rac-lactide | Dalton transactions (Cambridge, England : 2003) |
