(3S,6S)-3,6-dimethyl-1,4-dioxane-2,5-dione

• ChemBase ID: 145993
• Molecular Formular: C6H8O4
• Molecular Mass: 144.12532
• Monoisotopic Mass: 144.04225874
• SMILES: C[C@H]1C(=O)O[C@H](C(=O)O1)C
• Canonical SMILES: C[C@@H]1OC(=O)[C@@H](OC1=O)C
• InChI: InChI=1S/C6H8O4/c1-3-5(7)10-4(2)6(8)9-3/h3-4H,1-2H3/t3-,4-/m0/s1
• InChIKey: JJTUDXZGHPGLLC-IMJSIDKUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,6S)-3,6-dimethyl-1,4-dioxane-2,5-dione
• IUPAC Traditional name: polylactic acid
• Synonyms: L-Lactide; (3S)-cis-3,6-Dimethyl-1,4-dioxane-2,5-dione; (3S,6S)-3,6-Dimethyl-1,4-dioxane-2,5-dione; (3S-cis)-3,6-Dimethyl-1,4-dioxane-2,5-dione; L-3,6-Dimethyl-p-dioxane-2,5-dione; (-)-L-Dilactide; (S,S)-3,6-Dimethyl-1,4-dioxane-2,5-dione; L,L-Dilactide; L-Dilactide; LL-Lactide; Purasorb L; L-(-)-Lactide; L-丙交酯; 左旋乳酸

Database IDs

• CAS Number: 4511-42-6
• EC Number: 224-832-0
• MDL Number: MFCD00070594
• PubChem SID: 162240193; 24862385
• PubChem CID: 107983

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.3852832
• LogD (pH = 7.4): 0.3852832
• Log P: 0.3852832
• Molar Refractivity: 30.6952 cm^3
• Polarizability: 12.73627 Å^3
• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 92-94 °C(lit.)
• Optical Rotation: [α]20/D -285°, c = 1 in toluene

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37/39
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C6H8O4

DETAILS

Sigma Aldrich - 367044

Packaging
100 g in poly bottle
25 g in glass bottle
Application
Employed in the synthesis of biodegradable copolymers.1,2,3

Toronto Research Chemicals - L113600

L-(-)-Lactide is a cyclic lactic acid derivative used in the ring-opening polymerization of Poly-L-lactic acid (PLLA), which is commonly found in biodegradable plastics. Polymers derived from L-(-)-Lactide also provide a therapeutic use in the field of pr

REFERENCES

• Nakamura, T. et al.: J. Biomed. Mat. Res., 23, 1115 (1999)
• Otto, T.E. et al.: J. Biomed. Mat. Res., 32, 513 (1999)
• Kale, G. et al.: Pach. Technol. Sci., 20, 49 (1999)