DIHYDRO-4,4-DIMETHYL-2,3-FURANDIONE

Uses

Product Name: DIHYDRO-4,4-DIMETHYL-2,3-FURANDIONE
CAS No.: 13031-04-4
Chemical Name: DIHYDRO-4,4-DIMETHYL-2,3-FURANDIONE
Synonyms: DIHYDRO-4;4-DIMETHYL-2;3-FURANDIONE;Ketopantolactone;keto-pantoyllactone;2-dehydropantolactone;alpha-Ketopantolactone;Dexpanthenol Impurity 5;Dexpanthenol iMpurity D;Dexpanthenol Impurity 12
CBNumber: CB9739987
Molecular Formula: C6H8O3
Formula Weight: 128.13
MOL File: 13031-04-4.mol

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DIHYDRO-4,4-DIMETHYL-2,3-FURANDIONE Property

Melting point:: 67-69 °C (lit.)
Boiling point:: 125-126℃ (15 Torr)
Density: 1.152±0.06 g/cm3(Predicted)
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
solubility: dichloromethane: soluble25mg/mL, clear, colorless to yellow
form: Solid
color: Pale Beige
InChI: InChI=1S/C6H8O3/c1-6(2)3-9-5(8)4(6)7/h3H2,1-2H3
InChIKey: HRTOQFBQOFIFEE-UHFFFAOYSA-N
SMILES: O1CC(C)(C)C(=O)C1=O

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Safety

WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 305847
Product name: Dihydro-4,4-dimethyl-2,3-furandione
Purity: 97%
Packaging: 5g
Price: $96
Updated: 2025/07/31

TCI Chemical

Product number: D6414
Product name: Dihydro-4,4-dimethyl-2,3-furandione
Purity: min. 95.0 %
Packaging: 250MG
Price: $69
Updated: 2025/07/31

TCI Chemical

Product number: D6414
Product name: Dihydro-4,4-dimethyl-2,3-furandione
Purity: min. 95.0 %
Packaging: 1G
Price: $174
Updated: 2025/07/31

TRC

Product number: D476943
Product name: 4,4-Dimethyldihydrofuran-2,3-dione
Packaging: 100mg
Price: $70
Updated: 2021/12/16

TRC

Product number: D476943
Product name: 4,4-Dimethyldihydrofuran-2,3-dione
Packaging: 500mg
Price: $220
Updated: 2021/12/16

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DIHYDRO-4,4-DIMETHYL-2,3-FURANDIONE Chemical Properties,Usage,Production

Uses

Dihydro-4,4-dimethyl-2,3-furandione is a heterocyclic organic compound, mainly used as a pharmaceutical intermediate.

Definition

ChEBI: 2-dehydropantolactone is a tetrahydrofurandione. It is functionally related to a pantoic acid.

Synthesis Reference(s)

Synthetic Communications, 14, p. 697, 1984 DOI: 10.1080/00397918408063756

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.

Synthesis

79-50-5

13031-04-4

The general procedure for the synthesis of dihydro-4,4-dimethyl-2,3-furandione from DL-pantolactone was carried out as follows: 29.5 g of DL-pantolactone, 300 mg of ruthenium(III) chloride were added to a mixture of 29.5 g of DL-pantolactone, 300 mg of ruthenium(III) chloride in a microwave reactor (Ethos 1600, MLS GmbH, D-88299 Leutkirch im Allgau, Germany), A mixture of 400 mL of water and 200 mL of ethyl acetate was heated to reflux temperature with stirring and the microwave power was set to 700 W. Over a period of 10 min, 145.5 g of sodium meta-periodate was added to the boiling mixture in batches. The reaction mixture continued to be stirred for 20 min and then cooled rapidly. The organic and aqueous phases were separated using a separatory funnel and the sodium iodate precipitate in the organic phase was removed by diafiltration and washed five times with 20 mL of ethyl acetate. The aqueous phase was extracted twice with 50 mL of ethyl acetate. All organic phases were combined, dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. This step yields ketolactone with 98% purity and 60% yield based on starting DL-pantolactone. An additional 12% of the product as well as unreacted DL-pantolactone is recovered from the aqueous phase. The conversion of DL-pantolactone under these process conditions was 80% with a selectivity of 0.95.

References

[1] Synthetic Communications, 1984, vol. 14, # 7, p. 697 - 700
[2] Patent: JP2005/75784, 2005, A. Location in patent: Page/Page column 20-21; 24-25
[3] Organic Process Research and Development, 2004, vol. 8, # 6, p. 931 - 938
[4] Russian Journal of Applied Chemistry, 2003, vol. 76, # 8, p. 1315 - 1318
[5] Synthetic Communications, 2002, vol. 32, # 1, p. 31 - 36

DIHYDRO-4,4-DIMETHYL-2,3-FURANDIONE Preparation Products And Raw materials

Raw materials

Preparation Products

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DIHYDRO-4,4-DIMETHYL-2,3-FURANDIONE Suppliers

Canada 1 China 104 India 3 Switzerland 2 United Kingdom 2 United States 11 Global 123

Wuhan chuanghao Biotechnology Co., Ltd

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Jilin Chinese Academy of Sciences - Yanshen Technology Co., Ltd

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View Lastest Price from DIHYDRO-4,4-DIMETHYL-2,3-FURANDIONE manufacturers

Zibo Hangyu Biotechnology Development Co., Ltd

Product: DIHYDRO-4,4-DIMETHYL-2,3-FURANDIONE 13031-04-4
Price: US $200.00-1500.00/g
Min. Order: 5g
Purity: 99%
Supply Ability: 60
Release date: 2024-07-12

Career Henan Chemical Co

Product: DIHYDRO-4,4-DIMETHYL-2,3-FURANDIONE 13031-04-4
Price: US $1.00/g
Min. Order: 1g
Purity: 99.0%
Supply Ability: 100 kg
Release date: 2020-01-10

13031-04-4, DIHYDRO-4,4-DIMETHYL-2,3-FURANDIONERelated Search:

Panthenol Dexpanthenol Dexpanthenol iMpurity F hopantenic acid Hopantenic 3,3-Dimethyl-2-oxobutyric acid 3,3-Dimethylbutyric acid Pyruvic acid 3-Hydroxy-2,2-dimethylpropanal (R)-BETA-METHYL-GAMMA-BUTYROLACTONE DIHYDRO-4,4-DIMETHYL-2(3H)-FURANONE DIHYDRO-4,4-DIMETHYL-2,3-FURANDIONE (S)-dihydro-4-methylfuran-2(3H)-one 2-Oxobutyric acid Methyl pyruvate 3-METHYLTETRAHYDROFURAN Dihydrofuran-3(2H)-one 3-CHLORO-2-METHYLBENZYLAMINE

dihydro-4,4-dimethylfuran-2,3-dione

DIHYDRO-4,4-DIMETHYL-2,3-FURANDIONE

keto-pantoyllactone

4,4-Dimethyl-4,5-dihydro-2,3-furandione

4,4-Dimethyl-4,5-dihydrofuran-2,3-dione

4,4-Dimethyloxolane-2,3-dione

4,4-Dimethyltetrahydrofuran-2,3-dione

Ketopantolactone

2,3-Furandione,dihydro-4,4-diMethyl-

4,4-DiMethyldihydrofuran-2,3-dione

Dexpanthenol Impurity 5

Dexpanthenol iMpurity D

4,5-Dihydro-4,4-dimethyl-2,3-furandione

alpha-Ketopantolactone

Tetrahydro-4,4-dimethyl-2,3-furandione

Dihydro-4,4-dimethyl-2,3-furandione 97%

2-dehydropantolactone

4,4-diMethyldihydro-2,3-furandione

4,4-Dimethyl-2,3-furandione

DIHYDRO-4

4-DIMETHYL-2

3-FURANDIONE

Dexpanthenol Impurity 5Q: What is Dexpanthenol Impurity 5 Q: What is the CAS Number of Dexpanthenol Impurity 5 Q: What is the storage condition of Dexpanthenol Impurity 5

Dihydro-<WBR>4,4-<WBR>dimethyl-<WBR>2,3-<WBR>furandione

2-Morpholinoethanesulphonic acid sodium salt

Dexpanthenol Impurity 12

Keto pantoyllactone|||Ketopantoyllactone|||Dihydro-4,4-dimethyl-2,3-furandione

Ethyl Acetate Impurity 4

Keto-pantoyllactone, 10 mM in DMSO

4,4-dimethyloxolane-2,3-dione - [D72433]

13031-04-4

Building Blocks

Furans

Heterocyclic Building Blocks

KETONE

API intermediates

Building Blocks

Furans

Heterocyclic Building Blocks