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367044

Sigma-Aldrich

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

98%

Synonym(s):

L-Lactide

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About This Item

Empirical Formula (Hill Notation):
C6H8O4
CAS Number:
Molecular Weight:
144.13
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

crystals

optical activity

[α]20/D −285°, c = 1 in toluene

mp

92-94 °C (lit.)

storage temp.

2-8°C

SMILES string

C[C@@H]1OC(=O)[C@H](C)OC1=O

InChI

1S/C6H8O4/c1-3-5(7)10-4(2)6(8)9-3/h3-4H,1-2H3/t3-,4-/m0/s1

InChI key

JJTUDXZGHPGLLC-IMJSIDKUSA-N

Application

(3S)-cis-3,6-Dimethyl-1,4-dioxane-2,5-dione may be used in the synthesis of optically active terpyridine containing poly(L-lactide)s, polydisperse lactic acid oligomers, bicyclic and tricyclic lactide derivatives.
Employed in the synthesis of biodegradable copolymers.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Irrit. 2

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Makromol. Chem., 194, 907-907 (1993)
Monodisperse enantiomeric lactic acid oligomers: preparation, characterization, and stereocomplex formation.
De Jong SJ, et al.
Macromolecules, 31(19), 6397-6402 (1998)
G Perego et al.
Biomaterials, 15(3), 189-193 (1994-02-01)
A copolymer of L-lactide and 6-caprolactone (50:50, w/w) was synthesized and characterized. The thermal behaviour of this material did not show any crystallinity for several months; only after more than 1 yr of aging at room temperature and, particularly, in
Jun Zhang et al.
Polymers, 11(5) (2019-05-15)
To improve the hemocompatibility of the biodegradable medical poly(ether-ester-urethane) (PEEU), containing uniform-size aliphatic hard segments that was prepared in our lab, a copolymer containing phosphorylcholine (PC) groups was blended with the PEEU. The PC-copolymer of poly(MPC-co-EHMA) (PMEH) was first obtained
Wenjun Liu et al.
Materials science & engineering. C, Materials for biological applications, 103, 109851-109851 (2019-07-28)
Favorable cytocompatibility and osteogenesis potential are critical for the development of a bone repair material. In this study, two types of surface-modified whiskers, grafted magnesia and chitin (g-MgO and g-CHN) whiskers, were synthesized and introduced into a poly(l-lactide) (PLLA) matrix

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