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704067

Sigma-Aldrich

ε-Caprolactone

97%

Synonym(s):

2-Oxepanone, 6-Caprolactone monomer, 6-Hexanolactone

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About This Item

Empirical Formula (Hill Notation):
C6H10O2
CAS Number:
502-44-3
Molecular Weight:
114.14
Beilstein:
106919
EC Number:
207-938-1
MDL number:
MFCD00003267
UNSPSC Code:
12162002
PubChem Substance ID:
329762090
NACRES:
NA.23

vapor density

3.9 (vs air)

vapor pressure

0.01 mmHg ( 20 °C)

Assay

97%

form

liquid

refractive index

n20/D 1.463 (lit.)

bp

97-98 °C/15 mmHg (lit.)

density

1.03 g/mL at 25 °C (lit.)

SMILES string

O=C1CCCCCO1

InChI

1S/C6H10O2/c7-6-4-2-1-3-5-8-6/h1-5H2

InChI key

PAPBSGBWRJIAAV-UHFFFAOYSA-N

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General description

ε-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).

Application

ε-caprolactone is popularly used in the preparation of poly caprolactone (PCL).

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

228.2 °F - closed cup

Flash Point(C)

109 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Yanzhu Guo et al.
Carbohydrate polymers, 92(1), 77-83 (2012-12-12)
Self-associating cellulose-graft-poly(ɛ-caprolactone) (cellulose-g-PCL) copolymers were successfully synthesized via homogeneous ring-opening polymerization (ROP) of ɛ-CL onto softwood dissolved pulp substrate in ionic liquid 1-N-butyl-3-methylimidazolium chloride ([Bmim]Cl). An organic catalyst N,N-dimethylamino-4-pyridine (DMAP) was compared with the traditional metal-based catalyst (Sn(Oct)(2)) as the
Leonardus Kresna Widjaja et al.
Journal of the mechanical behavior of biomedical materials, 6, 80-88 (2012-02-04)
A series of triblock copolymers comprising end block of PLLA modified with PCL, and random copolymer of PCL and PTMC as soft segment were synthesized. DSC data show that PCL disrupted the crystallinity of PLLA, making the hard block to
Ring-opening polymerization of e-caprolactone initiated by samarium acetate
Contreras JM, et al.
Journal of Polymer Research, 20 (2013)
Ring-opening polymerization of e-caprolactone initiated by heteropolyacid
Cheng G, et al.
Journal of Polymer Research, 17(6), 847-851 (2010)
Eliza Li Shan Fong et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(16), 6500-6505 (2013-04-12)
The pronounced biological influence of the tumor microenvironment on cancer progression and metastasis has gained increased recognition over the past decade, yet most preclinical antineoplastic drug testing is still reliant on conventional 2D cell culture systems. Although monolayer cultures recapitulate
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