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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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
Journal of the American Chemical Society, 115, 11010-11010 (1993)

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