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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.

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Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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