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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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

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

    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. See Shipping and Storage for more information.

  2. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  3. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  4. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

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

    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. 

  6. What is glycoline (Product No. G1796) soluble in?

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

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

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

  8. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

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