303143
3,6-Dimethyl-1,4-dioxane-2,5-dione
99%
Synonyme(s) :
DL-Lactide, rac-Lactide, Lactide
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A propos de cet article
Formule empirique (notation de Hill) :
C6H8O4
Numéro CAS:
Poids moléculaire :
144.13
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
202-468-3
MDL number:
Assay:
99%
Form:
crystals
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Laissez-nous vous aiderInChI key
JJTUDXZGHPGLLC-UHFFFAOYSA-N
InChI
1S/C6H8O4/c1-3-5(7)10-4(2)6(8)9-3/h3-4H,1-2H3
SMILES string
CC1OC(=O)C(C)OC1=O
assay
99%
form
crystals
bp
142 °C/8 mmHg (lit.)
mp
116-119 °C
functional group
ester
storage temp.
2-8°C
Quality Level
Catégories apparentées
General description
3,6-Dimethyl-1,4-dioxane-2,5-dione (or rac-lactide), is the 50:50 racemic mixture of D- and L-Lactide. Rac-lactide is a lactone derived from lactic acid that has attracted great interest in academia and commercial applications, as it is derived from abundant renewable resources. Rac-lactide can be ready polymerized via ring-opening polymerization, using a variety of metal or organocatalysts, yielding poly(D,L-lactide). While the resulting polymer is generally amorphous, the use of stereospecific catalysts can lead to heterotactic PLA, which exhibits some degree of crystallinity.
Application
3,6-Dimethyl-1,4-dioxane-2,5-dione can be used as a reactant:
- To synthesize multi-block copolymers of polylactide and polycarbonate.
- In the aluminum-catalyzed polymerization of propene oxide, lactide, and phthalic anhydride to produce multi-block polyesters.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2
Classe de stockage
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Insun Yu et al.
Journal of the American Chemical Society, 134(30), 12758-12773 (2012-07-07)
A family of racemic and enantiopure indium complexes 1-11 bearing bulky chiral diaminoaryloxy ligands, H(NNO(R)), were synthesized and fully characterized. Investigation of both the mono- and the bis-alkoxy-bridged complexes [(NNO(R))InX](2)[μ-Y][μ-OEt] (5, R = (t)Bu, X = Y = Cl; 8
Kimberly M Osten et al.
Dalton transactions (Cambridge, England : 2003), 41(26), 8123-8134 (2012-04-07)
Functionalized diaminophenols, H(N(R1R2)N(R3)O), were investigated as ligands for indium catalysts in the ring-opening polymerization of racemic lactide. Precursor complexes (N(Me2)N(Me)O)InCl(2) (1), (N(Pr2)NO)InCl(2) (2), and (N(Mes)NO)InCl(2) (3) were synthesized and fully characterized by (1)H and (13)C NMR spectroscopy, elemental analysis, and
Vibrational Optical Activity of (3 S, 6 S)-3, 6-Dimethyl-1, 4-dioxane-2, 5-dione.
Tam CN, et al.
Journal of the American Chemical Society, 118(42), 10285-10293 (1996)
Lu Qin et al.
Dalton transactions (Cambridge, England : 2003), 48(32), 12315-12325 (2019-07-26)
In this paper we report a series of Al(iii) complexes supported by N,O-bidentate β-pyrazyl functionalized enolate ligands HL1-HL5 (L = (6-Me-2,5-C4H2N2)-CH[double bond, length as m-dash]C(R)-O-), (R = tBu, Ph, p-tolyl, p-OMePh, o-tolyl) and their exploitation for the ring-opening polymerization of
Tetrahedron Letters, 47, 6517-6517 (2006)
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