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Merck

G1796

Sigma-Aldrich

Glycolide

≥99%

Sinónimos:

1,4-Dioxane-2,5-dione

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About This Item

Fórmula empírica (notación de Hill):
C4H4O4
Número de CAS:
Peso molecular:
116.07
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23
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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.[1][2]

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.[3]
  • 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.[4]
It can also be used to synthesize poly(glycolide-caprolactone)(PGCL) copolymers applicable as bioabsorbable suture materials.

Pictograms

Exclamation mark

signalword

Warning

hcodes

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


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Biomedical applications of PLGA particles
Agrawal A, et al.
Materials for Biomedical Engineering, 87-129 (2019)
Towards electroactive gel artificial muscle structures
Electroactive Polymer Actuators and Devices (EAPAD) XX, 10594, 1059408-1059408 (2018)
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)
Yanping Ding et al.
Biomaterials, 113, 243-252 (2016-11-10)
Photothermal-based combination therapy using functional nanomaterials shows great promise in eradication of aggressive tumors and improvement of drug sensitivity. The therapeutic efficacy and adverse effects of drug combinations depend on the precise control of timely tumor-localized drug release. Here a

Questions

1–4 of 4 Questions  
  1. What is glycoline (Product No. G1796) soluble in?

    1 answer
    1. Prior to gas chromatography we solubilize this product in methylene chloride at a concentration of 20 mg/mL.

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  2. What is the residual solvent content in Product No. G1796. Glycolide?

    1 answer
    1. Residual solvent has been reported for this product as less than 0.1%.

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  3. How does the storage temperature relate to shipping conditions?

    1 answer
    1. The storage conditions that a Sigma-Aldrich catalog and label recommend for products are deliberately conservative. For many products, long-term storage at low temperatures will increase the time during which they are expected to remain in specification and therefore are labeled accordingly. Where short-term storage, shipping time frame, or exposure to conditions other than those recommended for long-term storage will not affect product quality, Sigma-Aldrich will ship at ambient temperature. The products sensitive to short-term exposure to conditions other than their recommended long-term storage are shipped on wet or dry ice. Ambient temperature shipping helps to control shipping costs for our customers. At any time, our customers can request wet- or dry-ice shipment, but the special handling is at customer expense if our product history indicates that the product is stable for regular shipment.

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  4. What is the Department of Transportation shipping information for this product?

    1 answer
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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