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Key Documents

G1796

Sigma-Aldrich

Glycolide

≥99%

Synonym(s):

1,4-Dioxane-2,5-dione

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About This Item

Empirical Formula (Hill Notation):
C4H4O4
CAS Number:
Molecular Weight:
116.07
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

Quality Level

Assay

≥99%

mp

82-86 °C (lit.)

shipped in

dry ice

storage temp.

−20°C

SMILES string

O=C1COC(=O)CO1

InChI

1S/C4H4O4/c5-3-1-7-4(6)2-8-3/h1-2H2

InChI key

RKDVKSZUMVYZHH-UHFFFAOYSA-N

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General description

Glycolide is a cyclic dimer of α-hydroxy acid that can be used in the formation of aliphatic polyester. It is synthesized by the dimerization of glycolic acid. It forms a low toxic synthetic biodegradable polymer that can be used in medical applications. It is majorly used in the formation of a highly crystalline poly(glycolide) by ring opening polymerization.

Application

Glycolide can be used as a monomer in the preparation of poly(lactic-co-glycolide)(PGLA) via copolymerization with lactide monomer. PGLA is further used in the following applications:
  • Porous PGLA microsphere scaffolds are used in bone repair applications.
  • Encapsulated PGLA nanoparticles can be used in drug delivery and tissue engineering applications. Polymeric micro/nanoparticles made from PLGA have gained significant interest for their appealing characteristics, including biodegradability, biocompatibility, prolonged drug release, and safeguarding the drug against degradation.
It can also be used to synthesize poly(glycolide-caprolactone)(PGCL) copolymers applicable as bioabsorbable suture materials.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Towards electroactive gel artificial muscle structures
Electroactive Polymer Actuators and Devices (EAPAD) XX, 10594, 1059408-1059408 (2018)
Biomedical applications of PLGA particles
Agrawal A, et al.
Materials for Biomedical Engineering, 87-129 (2019)
Anne Marit de Groot et al.
Journal of controlled release : official journal of the Controlled Release Society, 266, 27-35 (2017-09-18)
The skin is an attractive organ for immunization due to the presence of a large number of epidermal and dermal antigen-presenting cells. Hollow microneedles allow for precise and non-invasive intradermal delivery of vaccines. In this study, ovalbumin (OVA)-loaded poly(lactic-co-glycolic acid)
Types of biodegradable polymers
Introduction of Bioplastic Engineering, 81-151 (2016)
Hendrik Vögeling et al.
Materials science & engineering. C, Materials for biological applications, 103, 109749-109749 (2019-07-28)
Catheter related infections are causing one third of all blood stream infections. The mortality of those infections is very high and the gold standard for catheter related blood stream infections (CR-BSI) is still the removal of the catheter and systemic

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