210153
2,2,5-Trimethyl-1,3-dioxane-4,6-dione
97%
Synonym(s):
cycl-Isopropylidene methylmalonate, Methyl Meldrum’s acid, Methylmalonic acid cyclic isopropylidene ester
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About This Item
Empirical Formula (Hill Notation):
C7H10O4
CAS Number:
Molecular Weight:
158.15
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
223-050-7
Beilstein/REAXYS Number:
124044
MDL number:
Assay:
97%
Form:
solid
InChI key
KJMCAXYHYPDRAV-UHFFFAOYSA-N
InChI
1S/C7H10O4/c1-4-5(8)10-7(2,3)11-6(4)9/h4H,1-3H3
SMILES string
CC1C(=O)OC(C)(C)OC1=O
assay
97%
form
solid
Quality Level
functional group
ester, ketal
Related Categories
General description
X-ray irradiated single crystals of 2,2,5-trimethyl-1,3-dioxane-4,6-dione have been investigated by electron spin resonance (ESR), electron nuclear double resonance (ENDOR) and electron-electron double resonance (ELDOR) spectra.
Application
2,2,5-Trimethyl-1,3-dioxane-4,6-dione was used for trapping the adduct formed during the reaction between alkyl isocyanides and dialkyl acetylenedicarboxylates.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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An ESR, ENDOR, and ELDOR study of tunneling rotation of a hindered methyl group in x-irradiated 2, 2, 5-trimethyl-1, 3-dioxane-4, 6-dione crystals.
Geoffroy M, et al.
J. Chem. Phys. , 70(9), 4238-4242 (2008)
Issa Yavari et al.
Molecular diversity, 10(2), 247-250 (2006-06-14)
The adduct produced in the reaction between alkyl isocyanides and dialkyl acetylenedicarboxylates was trapped by 2,2,5-trimethyl-1,3-dioxane-4,6-dione (methyl Meldrum's acid), to afford highly functionalized ketenimines in good yields.
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