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Merck
CN

367044

(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
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
EC Number:
224-832-0
MDL number:
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Product Name

(3S)-cis-3,6-Dimethyl-1,4-dioxane-2,5-dione, 98%

InChI key

JJTUDXZGHPGLLC-IMJSIDKUSA-N

InChI

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

SMILES string

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

assay

98%

form

crystals

optical activity

[α]20/D −285°, c = 1 in toluene

mp

92-94 °C (lit.)

functional group

ester

storage temp.

2-8°C

Quality Level

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

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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
Xiaohui Zhang et al.
Molecular therapy : the journal of the American Society of Gene Therapy, 25(7), 1606-1615 (2017-02-27)
Neovascular age-related macular degeneration (AMD) is treated with anti-VEGF intravitreal injections, which can cause geographic atrophy, infection, and retinal fibrosis. To minimize these toxicities, we developed a nanoparticle delivery system for recombinant Flt23k intraceptor plasmid (RGD.Flt23k.NP) to suppress VEGF intracellularly
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)
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

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