ε-Caprolactone

ε-Caprolactone Basic information
Product Name:ε-Caprolactone
Synonyms:2-oxo-hexamethyleneoxid;5-Caprolactone;6-Caprolactone monomer;6-Hexanalactone;6-Hexanolacetone;6-Hydroxyhexan-6-olide;6-Hydroxyhexanoic acid lactone;6-hydroxyhexanoicacidlactone
CAS:502-44-3
MF:C6H10O2
MW:114.14
EINECS:207-938-1
Product Categories:Biodegradable Polymer Monomers;Building Blocks;Carbonyl Compounds;Chemical Synthesis;Lactones;Materials Science;Lactones & Lactides (for High-Performance Polymer Research);Functional Materials;Reagent for High-Performance Polymer Research;Monomers;Organic Building Blocks;Polymer Science;New polyester monomer;Pyridines;bc0001;502-44-3
Mol File:502-44-3.mol
ε-Caprolactone Structure
ε-Caprolactone Chemical Properties
Melting point -1 °C
Boiling point 96-97.5 °C10 mm Hg(lit.)
density 1.03 g/mL at 25 °C(lit.)
vapor density 3.9 (vs air)
vapor pressure 0.01 mm Hg ( 20 °C)
refractive index n20/D 1.463(lit.)
Fp 229 °F
storage temp. Store below +30°C.
solubility Chloroform, Ethyl Acetate
form Liquid
color Clear colorless, yellowing on aging
explosive limit1.2-9%(V)
Water Solubility >1000 MG/L (20 ºC)
BRN 106919
InChIKeyPAPBSGBWRJIAAV-UHFFFAOYSA-N
LogP0.32 at 20℃
CAS DataBase Reference502-44-3(CAS DataBase Reference)
NIST Chemistry Reference2-Oxepanone(502-44-3)
EPA Substance Registry System2-Oxepanone (502-44-3)
Safety Information
Hazard Codes Xi
Risk Statements 37/38-41-36/38
Safety Statements 26-39-37/39
WGK Germany 2
RTECS MO8400000
Autoignition Temperature204 °C
TSCA Yes
HS Code 29322090
Hazardous Substances Data502-44-3(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: > 2000 mg/kg LD50 dermal Rabbit 5990 mg/kg
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
ε-Caprolactone Usage And Synthesis
Chemical PropertiesClear colorless liquid, yellowing on ageing
UsesIntermediate in adhesives, urethane coatings, and elastomers; solvent; diluent for epoxy resins; synthetic fibers; organic synthesis.
Usesε-Caprolactone is widely used as a monomer in the manufacturing of highly specialized polymers. It is mainly utilized as a precursor to caprolactam. It finds an application in the synthesis of polyglecaprone, which is used as a suture material in surgery.
Usesε-caprolactone is popularly used in the preparation of poly caprolactone (PCL).
DefinitionChEBI: A epsilon-lactone that is oxepane substituted by an oxo group at position 2.
Synthesis Reference(s)Journal of the American Chemical Society, 80, p. 4079, 1958 DOI: 10.1021/ja01548a063
The Journal of Organic Chemistry, 61, p. 4560, 1996 DOI: 10.1021/jo952237x
Tetrahedron Letters, 17, p. 2455, 1976 DOI: 10.1016/0040-4039(76)90018-6
General Descriptionε-caprolactone is a cyclic ester. Ring opening polymerization of ε-caprolactone initiated by, tributylin n butoxide, ethyl magnesium bromide, or samarium acetate or heteropolyacid, leads to the formation of poly caprolactone (PCL).
Flammability and ExplosibilityNotclassified
Dodecyl acrylate AKOS BC-0515 ε-Caprolactone 7-BUTYL-2-OXEPANONE Styrene (1R)-CHRYSANTHEMOLACTONE D-(+)-Glucono-1,5-lactone heteratisine Gibberellin A4 PICROTOXIN PICROTOXININ DL-CAMPHORIC ANHYDRIDE gibberellin A1 gibberellin A4 methyl ester Poly(ε-caprolactone) GIBBERELLIN A9 METHYL ESTER Spironolactone CYCLOHEXANEDIACETIC ANHYDRIDE

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