900878
2-Chloro-ε-caprolactone
Synonym(s):
α-Chloro-ε-caprolactone, αClεCL, 2-Chloro-1-oxacycloheptan-2-one
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About This Item
Empirical Formula (Hill Notation):
C6H9ClO2
CAS Number:
Molecular Weight:
148.59
MDL number:
UNSPSC Code:
12352101
NACRES:
NA.23
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Assay
98% (NMR)
Quality Level
form
liquid
color
colorless to faint yellow
storage temp.
−20°C
SMILES string
O=C1C(Cl)CCCCO1
InChI
1S/C6H9ClO2/c7-5-3-1-2-4-9-6(5)8/h5H,1-4H2
InChI key
XJOZVHUKILXBEV-UHFFFAOYSA-N
General description
2-Chloro-ε-caprolactone (ClCL) is a biomaterial that can be prepared by the Baeyer-Villiger oxidation of α-chlorocyclohexanone. It can be copolymerized with ε-caprolactone for the formation of Poly(2-chloro-ε-caprolactone).[1]
Application
2-Chloro-ε-caprolactone (or α-Chloro-ε-caprolactone) is a functionalized biodegradable monomer. This monomer can be polymerized using ring-opening polymerization to yield a chloride-functionalized polymer backbone that can either be further functionalized with small molecules or used in the synthesis of graft co-polymers.
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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Synthesis of Poly(lactide-co-glycolide-co-ε-caprolactone)-graft-mannosylated Poly(ethylene oxide) Copolymers by Combination of ?Clip? and ?Click? Chemistries
Biomacromolecules, 13 (3), 760-78 (2012)
Ring-Opening Polymerization of α-Chloro-ε-caprolactone and Chemical Modification of Poly(α-chloro-ε-caprolactone
Lenoir S. et al
Macromolecules, 37 (11), 4055-4061 (2004)
Aniline-Catalyzed Reductive Amination as a Powerful Method for the Preparation of Reducing End-?Clickable? Chitooligosaccharides
Guerry A, et al.
Bioconjugate Chemistry, 24 (4), 544?9 -544?9 (2013)
Development of Core?Shell Nanostructures by In Situ Assembly of Pyridine-Grafted Diblock Copolymer and Transferrin for Drug Delivery Applications
Lu L , et al.
Biomacromolecules, 17 (7), 2321-2328 (2016)
Ring-opening polymerization of alpha-chloro-varepsilon-caprolactone and chemical modification of poly (alpha-chloro-varepsilon-caprolactone) by atom transfer radical processes
Lenoir S, et al.
Macromolecules, 37(11), 4055-4061 (2004)
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