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. The dilactide derived from lactic acid has the formula [CH(CH3)CO2]2. All lactides are colorless or white solids. This lactide has attracted interest because it is derived from abundant renewable resources and is the precursor to a biodegradable plastic.

Lactide
Names
Preferred IUPAC name
3,6-Dimethyl-1,4-dioxan-2,5-dione
Other names
Dilactid
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.002.245
EC Number
  • 202-468-3
UNII
  • InChI=1S/C6H8O4/c1-3-5(7)10-4(2)6(8)9-3/h3-4H,1-2H3
    Key: JJTUDXZGHPGLLC-UHFFFAOYSA-N
  • CC1C(=O)OC(C(=O)O1)C
Properties
C6H8O4
Molar mass 144.126 g·mol−1
Melting point 95 to 97 °C (203 to 207 °F; 368 to 370 K) [(S,S)-Lactide and (R,R)-Lactide]
Hydrolyses to lactic acid
Solubility soluble in chloroform, methanol
slightly soluble in benzene

Hazards
GHS labelling:
Warning
H319
P264, P280, P305+P351+P338, P337+P313
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
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