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lactide

Structure via PubChem · Public domain (PubChem)

EntityQ421313· pop 17· linked from 25 articles

Also known as dilactide, 3,6-dimethyl-1,4-dioxane-2,5-dione, DL-lactide

Lactide is the lactone cyclic ester derived by multiple esterification between two (usually) or more molecules from lactic acid (2-hydroxypropionic acid) or other hydroxy carboxylic acid. They are designated as dilactides, trilactides, etc., according to the number of hydroxy acid residues. All lactides are colorless or white solids. The dilactide derived from lactic acid has the formula . This lactide has attracted interest because it is derived from abundant renewable resources and is the precursor to a biodegradable plastic.

In the Vinony graph

Within Vinony's link graph, lactide is referenced by 25 other articles, and connects out to ester, International Standard Book Number and digital object identifier.

It sits within the topics Chembox having GHS data, Chembox image size set and Chemical articles with multiple CAS registry numbers.

Its subject is documented across 16 Wikipedia language editions.

Chemical data

Formula
C6H8O4
Molecular weight
144.12 g/mol
IUPAC name
3,6-dimethyl-1,4-dioxane-2,5-dione
SMILES
CC1C(=O)OC(C(=O)O1)C
InChIKey
JJTUDXZGHPGLLC-UHFFFAOYSA-N
XLogP
0.6
Polar surface area
52.6 Ų
H-bond donors
0
H-bond acceptors
4
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
144.042
Show 4 more facts
Commons category
Lactide
canonical SMILES
CC1C(=O)OC(C(=O)O1)C
chemical formula
C₆H₈O₄
melting point
124.0
Sources (3)

via Wikidata · CC0

~1 min read

Encyclopedic overview

3 sections
Contents
  • Stereoisomers
  • Polymerization
  • References

Lactide is the lactone cyclic ester derived by multiple esterification between two (usually) or more molecules from lactic acid (2-hydroxypropionic acid) or other hydroxy carboxylic acid. They are designated as dilactides, trilactides, etc., according to the number of hydroxy acid residues. All lactides are colorless or white solids. The dilactide derived from lactic acid has the formula . This lactide has attracted interest because it is derived from abundant renewable resources and is the precursor to a biodegradable plastic.

==Stereoisomers== The dilactide derived from lactic acid can exist in three different stereoisomeric forms. This complexity arises because lactic acid is chiral. These enantiomers do not racemize readily.

Excerpted from Wikipedia’s “lactide” article, available under the CC BY-SA 4.0 licence.

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