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305847

Dihydro-4,4-dimethyl-2,3-furandione

97%

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About This Item

Empirical Formula (Hill Notation):
C6H8O3
CAS Number:
13031-04-4
Molecular Weight:
128.13
NACRES:
NA.22
PubChem Substance ID:
24858459
UNSPSC Code:
12352100
EC Number:
235-891-7
MDL number:
MFCD00012331
Assay:
97%
Form:
solid
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Quality Level

100

assay

97%

form

solid

mp

67-69 °C (lit.)

solubility

dichloromethane: soluble 25 mg/mL, clear, colorless to yellow

functional group

ester, ketone

SMILES string

CC1(C)COC(=O)C1=O

InChI

1S/C6H8O3/c1-6(2)3-9-5(8)4(6)7/h3H2,1-2H3

InChI key

HRTOQFBQOFIFEE-UHFFFAOYSA-N

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCP7820
MKCF6865
MKCC3379
MKBV5739V
MKBN4648V

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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)
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)
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Global Trade Item Number

SKUGTIN
305847-5G04061833372012