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Merck
CN

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
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Quality Level

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

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)
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
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
Nazila Jalilzadeh et al.
Scientific reports, 10(1), 1606-1606 (2020-02-02)
The aim of this study is to devise, prepare and characterize nano encapsulated auraptene (AUR) and evaluate cytotoxic and apoptotic effects on HT-29 colon cancer cells. Herein, AUR nano formulations were prepared by triblock (PCL-PEG-PCL) and pentablock (PLA-PCL-PEG-PCL-PLA) biodegradable copolymers

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