29474-78-0

Basic information

• Product Name: D-Allono-1,4-lactone
• Synonyms: D-Allono-1,4-lactone
• CAS NO: 29474-78-0
• Molecular Formula: C₆H₁₀O₆
• Molecular Weight: 178.14
• Product Categories: Carbohydrates & Derivatives
• Mol File: 29474-78-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: D-Allono-1,4-lactone(CAS DataBase Reference)
• NIST Chemistry Reference: D-Allono-1,4-lactone(29474-78-0)
• EPA Substance Registry System: D-Allono-1,4-lactone(29474-78-0)

Safety Data

• Hazardous Substances Data: 29474-78-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
D-Allono-1,4-lactone is used as a key intermediate in the synthesis of L-ascorbic acid for pharmaceutical applications. It is essential in the production of vitamin C supplements and medications, given its role in the synthesis process.
Used in Nutraceutical Industry:
In the nutraceutical industry, D-Allono-1,4-lactone is utilized as a precursor in the synthesis of L-ascorbic acid, which is a vital antioxidant. This antioxidant is crucial for various health benefits, including immune system support, collagen synthesis, and protection against oxidative stress.
Used in Cosmetic Industry:
D-Allono-1,4-lactone may also find use in the cosmetic industry as a component in the production of L-ascorbic acid, which is commonly used in skincare products for its antioxidant properties. It helps to protect the skin from environmental damage and promotes a youthful appearance.

Upstream product

• 9005-32-7 alginic acid 
• 69-65-8 mannitol 
• 133-42-6 galactonic acid 
• 608-66-2 D-galactitol 
• 19242-59-2 D-galactose N,N'-diphenylformazan 

Downstream Products

• 695-06-7 hexan-4-olide 
• 62885-37-4 4-Iodohexanoic acid 
• 2595-97-3 D-Allose 
• 117859-47-9 N-benzyl-1,4-dideoxy-5,6-O-isopropylidene-1,4-imino-D-allitol 
• 117858-83-0 N-benzyl-1,4-dideoxy-2,3:5,6-di-O-isopropylidene-1,4-imino-D-allitol 
• 133-42-6 gluconic acid 
• 50-99-7 galactose 
• 7306-64-1 2,3:5,6-di-O-isopropylidene-α-D-mannono-1,4-lactone 
• 1426415-10-2 (3S,4R,6S)-3,4-O-isopropylidene-6-(3,5-dinitrobenzoyloxymethyl)tetrahydro-2H-pyran-3,4-diol 
• 1426415-12-4 (3S,4R,6S)-3,4-O-isopropylidene-6-(tosyloxymethyl)tetrahydro-2H-pyran-3,4-diol 
• 643-01-6 L-mannitol 
• 40656-50-6 2,3:5,6-di-O-cyclohexylidene-D-gulonic acid γ-lactone 
• 490-83-5 L-threo-2,3-hexodiulosono-1,4-lactone 
• 89912-63-0 L-threo-2,3-hexodiulosono-1,4-lactone 2-(3-chlorophenylhydrazone) 

Relevant articles and documents

Effect of Cu addition to carbon-supported Ru catalysts on hydrogenation of alginic acid into sugar alcohols

The objective of this study was to investigate the effect of Cu addition to carbon supported Ru catalysts on the hydrogenation of macroalgae-derived alginic acid into sugar alcohols, mainly sorbitol and mannitol. Both geometric and electronic effects were determined based on results of H2-TPR, H2- or CO-chemisorption, and XPS analyses after Cu was added to Ru. The addition of Cu to Ru caused blocking of active Ru surface and electron transfer between Ru and Cu. The intimate interaction between Ru and Cu formed RuCu bimetallic clusters which expedited hydrogen spillover from Ru to Cu. The highest yield of target sugar alcohols of 47.4% was obtained when 5 wt% of Ru and 1 wt% of Cu supported on nitric acid-treated activated carbon reacted at 180 °C for 2 h. The RuCu bimetallic catalyst exhibited deactivation upon repeated reactions due to the carbon deposition on the catalyst.

A new efficient access to glycono-1,4-lactones by oxidation of unprotected itols by catalytic hydrogen transfer with RhH(PPh3)4-benzalacetone system

Treatment of unprotected pentitols and hexitols with RhH(PPh3)4-benzalacetone system leads exclusively to glycono-1,4-lactones in 60-96% yield.

2-Acetamido-2-deoxyaldonolactones from sugar formazans

A new approach towards simple aldonic acid derivatives starting from the corresponding aldoses via the 2-acetamido-2-deoxy formazans resulted in the synthesis of 2-acetamido-2-deoxy-D-galactono-1,4-lactone (8), and its 6-deoxy (11) and 6-azido-6-deoxy (14) analogues on treatment with trifluoroacetic acid.The five-membered ring structure of the lactones and that of the intermediate lactone phenylhydrazone (7) was proved by 1H and 13C NMR studies, including deuterium-induced differential isotope shift (DIS) measurements.With sodium borohydride, lactones 8 and 11 were converted into 2-acetamido-2-deoxy-D-galactitol (15) and its 6-deoxy analogue (17), respectively.