23666-11-7

Basic information

• Product Name: D-Talono-1,4-Lactone
• Synonyms: D-Talono-1,4-Lactone;(3R,5S)-5-(1,2-dihydroxyethyl)-3,4-dihydroxyoxolan-2-one
• CAS NO: 23666-11-7
• Molecular Formula: C₆H₁₀O₆
• Molecular Weight: 178.14
• Mol File: 23666-11-7.mol

Chemical Properties

• Boiling Point: 467.9±18.0 °C(Predicted)
• Appearance: /
• Density: 1.766±0.06 g/cm3(Predicted)
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility: Aqueous Base (Slightly), Water (Slightly)
• PKA: 12.06±0.60(Predicted)
• CAS DataBase Reference: D-Talono-1,4-Lactone(CAS DataBase Reference)
• NIST Chemistry Reference: D-Talono-1,4-Lactone(23666-11-7)
• EPA Substance Registry System: D-Talono-1,4-Lactone(23666-11-7)

Safety Data

• Hazardous Substances Data: 23666-11-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
D-Talono-1,4-Lactone is used as an intermediate in the synthesis of various pharmaceutical compounds due to its ability to be converted into different sugar forms. This conversion process allows for the creation of a wide range of molecules with potential therapeutic applications.
Used in Chemical Synthesis:
D-Talono-1,4-Lactone is used as a key building block in the chemical synthesis of complex organic molecules. Its ability to be converted into aldose or aldonic acid forms makes it a valuable starting material for the development of new compounds with diverse applications.
Used in Research and Development:
D-Talono-1,4-Lactone is used as a research tool for studying the properties and reactivity of sugar compounds. Its unique conversion capabilities provide valuable insights into the behavior of similar molecules and can lead to the discovery of new chemical reactions and applications.
Used in Biochemical Studies:
D-Talono-1,4-Lactone is used in biochemical research to investigate the role of fungal pyranose dehydrogenase and other enzymes in the conversion of sugar compounds. This can help researchers better understand the mechanisms underlying these processes and potentially lead to the development of new enzymes or catalysts for industrial applications.

Upstream product

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

Downstream Products

• 121570-26-1 1-(3-chlorophenyl)-3-(1,2,3-tri-O-acetyl-L-threo-glycerol-1-yl)-4,5-pyrazoledione 4-(3-chlorophenylhydrazone) 
• 89912-70-9 5-O-acetyl-3,6-anhydro-3-C-(3-chlorophenylazo)-L-xylo-2-hexulosono-1,4-lactone 2-(3-chlorophenylhydrazone) 
• 89912-64-1 L-threo-2,3-hexodiulosono-1,4-lactone 2,3-bis(3-chlorophenylhydrazone) 
• 89912-69-6 3,6-anhydro-3-C-(3-chlorophenylazo)-L-xylo-2-hexulosono-1,4-lactone 2-(3-chlorophenylhydrazone) 
• 89912-66-3 1-(3-chlorophenyl)-3-(L-threo-glycerol-1-yl)-4,5-pyrazoledione 4-(3-chlorophenylhydrazone) 
• 89912-65-2 4-(2-acetoxyethylidene)-4-hydroxy-2,3-dioxobutano-1,4-lactone 2-(3-chlorophenylhydrazone) 
• 89912-63-0 L-threo-2,3-hexodiulosono-1,4-lactone 2-(3-chlorophenylhydrazone) 
• 490-83-5 L-threo-2,3-hexodiulosono-1,4-lactone 
• 40656-50-6 2,3:5,6-di-O-cyclohexylidene-D-gulonic acid γ-lactone 
• 643-01-6 L-mannitol 
• 1426415-12-4 (3S,4R,6S)-3,4-O-isopropylidene-6-(tosyloxymethyl)tetrahydro-2H-pyran-3,4-diol 
• 1426415-10-2 (3S,4R,6S)-3,4-O-isopropylidene-6-(3,5-dinitrobenzoyloxymethyl)tetrahydro-2H-pyran-3,4-diol 
• 7306-64-1 2,3:5,6-di-O-isopropylidene-α-D-mannono-1,4-lactone 
• 50-99-7 galactose 

Relevant articles and documents

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.