305847
Dihydro-4,4-dimethyl-2,3-furandione
97%
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About This Item
Empirical Formula (Hill Notation):
C6H8O3
CAS Number:
Molecular Weight:
128.13
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
235-891-7
MDL number:
Product Name
Dihydro-4,4-dimethyl-2,3-furandione, 97%
InChI key
HRTOQFBQOFIFEE-UHFFFAOYSA-N
InChI
1S/C6H8O3/c1-6(2)3-9-5(8)4(6)7/h3H2,1-2H3
SMILES string
CC1(C)COC(=O)C1=O
assay
97%
form
solid
mp
67-69 °C (lit.)
solubility
dichloromethane: soluble 25 mg/mL, clear, colorless to yellow
functional group
ester
ketone
Quality Level
Related Categories
General description
Dihydro-4,4-dimethyl-2,3-furandione is an activated keto compound and its enantioselective hydrogenation was reported. Neutral Rhodium (I) aminophosphine-phosphinite complex calatyzed asymmetric hydrogenation of dihydro-4,4-dimethyl-2,3-furandione was reported. Asymmetric hydrogenation of dihydro-4,4-dimethyl-2,3-furandione gives D-(-)-pantoyl lactone, a key intermediate in the synthesis of pantothenic acid.
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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Norberto Bonalumi et al.
Journal of the American Chemical Society, 125(44), 13342-13343 (2003-10-30)
The combination of ATR-IR and modulation spectroscopy allowed for the study of the interaction of ketopantolactone with Pt/Al2O3 films chirally modified by cinchonidine under hydrogenation conditions. The spectra reveal a significant influence of ketopantolactone on the adsorption of the modifier
Organic Syntheses, 63, 18-18 (1985)
Rhodium (I) bis (aminophosphane) complexes as catalysts for asymmetric hydrogenation of activated ketones.
Roucoux A, et al.
Tetrahedron Asymmetry, 7(2), 379-382 (1996)
S Shimizu et al.
European journal of biochemistry, 174(1), 37-44 (1988-05-16)
A novel enzyme which specifically catalyzes the reduction of conjugated polyketones was purified to homogeneity from cells of Mucor ambiguus AKU 3006. The enzyme has a strict requirement for NADPH and irreversibly reduces a number of quinones such as p-benzoquinone
Neutral Rhodium (I) Aminophosphine-Phosphinite Complexes: Synthesis, Structure, and Use in Catalytic Asymmetric Hydrogenation of Activated Keto Compounds.
Agbossou F, et al.
Organometallics, 14(5), 2480-2489 (1995)
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